Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Structure
(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE structure
CAS No.
23788-74-1
Chemical Name:
(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE
Synonyms
RARECHEM AK HZ 0035;(R)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE;D-α,β-Isopropylideneglycerol-γ-tosylate;(R)-3-TOSYLOXY-1,2-PROPANEDIOL ACETONIDE;1,2-ISOPROPYLIDENE-SN-GLYCEROL 3-TOSYLATE;1-O-Tosyl-2-O,3-O-isopropylidene-D-glycerin;(R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE;D-ALPHA,BETA-ISOPROPYLIDENEGLYCEROL-GAMMA-TOSYLATE;(R)-1,2-O-ISOPROPYLIDENEGLYCEROL-3-TOLUENESULFONATE;(R)-1,2-O-Isopropylideneglycerol-3-toluenesulphonate
CBNumber:
CB5344527
Molecular Formula:
C13H18O5S
Molecular Weight:
286.35
MDL Number:
MFCD00063233
MOL File:
23788-74-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:29:18
Product description Number Pack Size Price
(R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate ≥99.0% (sum of enantiomers, GC) 59453 5G $119
(R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate ≥99.0% (sum of enantiomers, GC) 59453 25g $565
(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) D2549 1g $48
(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate TRC-D464975-500MG 500mg $109
(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate TRC-D464975-250MG 250mg $72
More product size
Request For Quotation

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Properties

Melting point 41-43 °C(lit.)
Boiling point 398.71°C (rough estimate)
Density 1.208 g/mL at 25 °C(lit.)
refractive index n20/D 1.506(lit.)
Flash point >230 °F
storage temp. -20°C
solubility Dichloromethane; Chloroform; Ethyl Acetate; Methanol; DMF;
form Oil
color Pale Brown
optical activity [α]/D 7.0±0.5°, neat
BRN 89800
InChI InChI=1/C13H18O5S/c1-10-4-6-12(7-5-10)19(14,15)17-9-11-8-16-13(2,3)18-11/h4-7,11H,8-9H2,1-3H3/t11-/s3
InChIKey SRKDUHUULIWXFT-LLVKDONJSA-N
SMILES C1(C=CC(C)=CC=1)S(=O)(=O)OC[C@H]1COC(C)(C)O1 |&1:12,r|
CAS DataBase Reference 23788-74-1(CAS DataBase Reference)
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36-37/39
WGK Germany  3
F  10-21
HS Code  29329900
Storage Class 11 - Combustible Solids
NFPA 704
1
2 0

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE price More Price(46)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 59453 (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate ≥99.0% (sum of enantiomers, GC) 23788-74-1 5G $119 2023-06-20 Buy
Sigma-Aldrich 59453 (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate ≥99.0% (sum of enantiomers, GC) 23788-74-1 25g $565 2023-06-20 Buy
TCI Chemical D2549 (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) 23788-74-1 1g $48 2026-04-30 Buy
TRC TRC-D464975-500MG (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate 23788-74-1 500mg $109 2026-06-03 Buy
TRC TRC-D464975-250MG (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate 23788-74-1 250mg $72 2026-06-03 Buy
Product number Packaging Price Buy
59453 5G $119 Buy
59453 25g $565 Buy
D2549 1g $48 Buy
TRC-D464975-500MG 500mg $109 Buy
TRC-D464975-250MG 250mg $72 Buy

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Chemical Properties,Uses,Production

Chemical Properties

clear yellow to light brown viscous liquid

Uses

(R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate is a chiral building block. It is used to prepare the antifungal agent ketoconazole. It is also used to prepare acyclic Nucleotide Analogs Derived from 8-Azapurines with antiviral activities.

Synthesis

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol

22323-82-6

Tosyl chloride

98-59-9

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE

23788-74-1

To a solution of (S)-(+)-2,2-dimethyl-4-(hydroxymethyl)-1,3-dioxolane (19a) (4.0 g, 30.2 mmol) in anhydrous pyridine (50 mL) was added p-toluenesulfonyl chloride (6.18 g, 31.7 mmol) in batches over a period of 10 min under ice bath conditions. The reaction mixture was slowly brought to room temperature and stirred overnight, during which a white precipitate was observed to form. Upon completion of the reaction, the pyridine was removed under reduced pressure and the residue was diluted with ethyl acetate (50 mL) and washed sequentially with cold aqueous 1M HCl solution (2 x 150 mL), saturated NaHCO3 solution (100 mL) and brine (200 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated to give a light yellow oil. The crude product was purified by silica gel column chromatography using a 10-30% ethyl acetate/hexane gradient elution to afford (R)-(-)-3-toluenesulfonyloxy-1,2-propanediol acetone compound (20a) (8.54 g, 99% yield, 99.9% ee) as a colorless viscous oily substance. rf = 0.37 (20% ethyl acetate/hexanes). [α]D20 -4.8 (c 1.0, EtOH) (literature value [α]D24 -4.6 (c 13.0, EtOH)). ftir (film) νmax 3073, 2987, 2937, 2891, 1598, 1495, 1455, 1368, 1257, 1213, 1190, 1177, 1096, 1055 , 979, 829, 788, 665, 555 cm-1.1H NMR (600MHz, CDCl3) δ1.31(s, 3H, CH3-2), 1.34(s, 3H, CH3-2), 2.45(s, 3H, ArCH3), 3.76(dd, J=5.1 and 8.8Hz, 1H, CH2-5), 3.98 (dd, J=6.0 and 10.2 Hz, 1H, CH2-1'), 3.99-4.05 (m, 2H, CH2-1' and CH2-5), 4.28 (m, 1H, CH-4), 7.35 (m, 2H, aromatic H-3 and H-5), 7.79 (m, 2H, aromatic H-2 and H-6) ppm.13C NMR ( 150MHz, CDCl3) δ21.5(Ar-CH3), 25.1(CH3-2), 26.5(CH3-2), 66.1(C-5), 69.4(C-1'), 72.8(C-4), 109.9(C-2), 127.9(2C, aromatic C-2 and C-6), 129.8(2C, aromatic C-3 and C-5), 132.6(m, 2H, aromatic C-3 and C-6) ppm. HRMS (ESI): C13H18NaO5S [M+Na]+ Calculated value 309.07672; Measured value 309.0762 Chiral HPLC analysis: Chiralpak IA column (5 μm, 250×4.6 mm), mobile phase hexane/2-propanol/methanol (2C, aromatic C-2 and C-6), 129.8 (2C, aromatic C-3 and C-5), 132.6 (aromatic C-1), 145.0 (aromatic C-4) ppm. Chiralpak IA column (5 μm, 250×4.6 mm), mobile phase hexane/2-propanol/methanol (97:2:1, v/v/v), flow rate 1.0 mL/min, tR=21.71 min (0.06% 20b), tR=24.20 min (99.94% 20a), 99.88% ee. All physical and spectroscopic data are in good agreement with those reported in the literature.

References

[1] Tetrahedron, 2013, vol. 69, # 5, p. 1634 - 1648
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3198 - 3213
[3] Patent: WO2013/133730, 2013, A1. Location in patent: Page/Page column 33; 34
[4] Patent: US2015/31898, 2015, A1. Location in patent: Paragraph 0221; 0222
[5] Pharmazie, 1998, vol. 53, # 6, p. 377 - 380

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Preparation Products And Raw materials

Raw materials

(S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol Tosyl chloride

Preparation Products

Cis -Tosylate (S)-(+)-(2,2-DIMETHYL-[1,3]-DIOXOLAN-4-YL)-METHYLAMINE

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Suppliers

Global( 152)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd. 		+86-（0）57185586718 +86-13336195806 sales@capot.com China 29626 60
career henan chemical co 		+86-0371-86658258 factory@coreychem.com China 29780 58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd 		+8613580539051 joe@yuhengpharm.com CHINA 21135 58
Zhengzhou Alfa Chemical Co.,Ltd 		+86-18530059196 sale04@alfachem.cn China 9609 58
Hefei TNJ Chemical Industry Co.,Ltd. 		+86-0551-65418671 +86-189 4982 3763 sales@tnjchem.com China 34526 58
Alfa Chemistry 		-- info@alfa-chemistry.com United States 2343 58
Aston Chemical 		-- sales@astonchem.com United States 1634 58
Dayang Chem (Hangzhou) Co.,Ltd. 		+86-0571-88938639 17705817739 info@dycnchem.com China 52693 58
Zhejiang J&C Biological Technology Co.,Limited 		+1-2135480471 sales@sarms4muscle.com China 10378 58
Nextpeptide Inc 		+86-0571-81612335 +8613336028439 sales@nextpeptide.com China 19905 58
Supplier Advantage
Capot Chemical Co.,Ltd. 		60
career henan chemical co 		58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd 		58
Zhengzhou Alfa Chemical Co.,Ltd 		58
Hefei TNJ Chemical Industry Co.,Ltd. 		58
Alfa Chemistry 		58
Aston Chemical 		58
Dayang Chem (Hangzhou) Co.,Ltd. 		58
Zhejiang J&C Biological Technology Co.,Limited 		58
Nextpeptide Inc 		58

View Lastest Price from (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE pictures 2026-06-30 (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE
23788-74-1
 1kg 98% 10000KGS Shaanxi Dideu New Materials Co. Ltd
1,3-Dioxolane-4-methanol,2,2-dimethyl-, 4-(4-methylbenzenesulfonate), (4R)- pictures 2020-01-10 1,3-Dioxolane-4-methanol,2,2-dimethyl-, 4-(4-methylbenzenesulfonate), (4R)-
23788-74-1
 $9.80 1KG ≥98% 20 tons Career Henan Chemical Co

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE Spectrum

(R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE(23788-74-1)1HNMR

23788-74-1((R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE)Related Search:

(R)-2-(2-(methylthio)ethyl)azetidine-2-carboxylic acid (R)-2-Octyl 4-[4-(Hexyloxy)benzoyloxy]benzoate (R)-2-(2-(methylthio)ethyl)pyrrolidine-2-carboxylic acid (R)-2-(2-methoxyphenyl)-2-((tetrahydro-2H-pyran-4-yl)oxy)ethan-1-ol (R)-2-((2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)methyl)-6-(trifluoromethyl)phenol
((R)-morpholin-2-yl)methanol (R)-2-(hydroxymethyl)-1-methylpiperazine 2,2-DIMETHYL-1,3-DIOXOLANE Methyl p-toluenesulfonate 1,3-Dioxolane-4-methanol
(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate (-)-1,4-DI-O-TOSYL-2,3-O-ISOPROPYLIDENETHREITOL (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE cis-[2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl-p-toluenesulfonate
2,3-O-Isopropylidene-1,6-ditosyl-L-sorbose 2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE (-)-TRANS-1-O-TOSYL-2,3-ISOPROPYLIDENE-L-THREITOL

1of4

p-Toluenesulfonic acid [(R)-2,2-dimethyl-1,3-dioxolane-4β-yl]methyl ester p-Toluenesulfonic acid [R,(-)]-2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester p-Toluenesulfonic acid [R,(-)]-2,2-dimethyl-1,3-dioxolane-4-ylmethyl ester (R)-(-)-2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxolane-p-toluenesulfonate,97% p-Toluenesulfonic acid ((4R)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester Toluene-4-sulfonic acid ((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)methyl ester D-α,β-Isopropylideneglycerol-γ-tosylate [(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 4-methylbenzene-1-sulfonate 1,3-Dioxolane-4-methanol,2,2-dimethyl-, 4-(4-methylbenzenesulfonate), (4R)- D-(-)-1,2-ISOPROPYLIDENEGLYCEROL 3-(P-TOLUENESULFONATE) (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate >=99.0% (sum of enantiomers, GC) (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate (R)-1,2-O-ISOPROPYLIDENEGLYCEROL-3-TOLUENESULFONATE (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE (R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL-4-METHYLBENZENESULFONATE (R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOLUENE-4-SULFONATE (R)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLANE-4-YLMETHYL P-TOLUENESULFATE (R)-(-)-2,2-DIMETHYL-1,3-DIOXOLANE-4-YLMETHYL P-TOLUENESULFONATE (R)-(-)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE (R)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE (R)-(-)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENSULFONATE (R)-3-TOSYLOXY-1,2-PROPANEDIOL ACETONIDE RARECHEM AK HZ 0035 (R)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-ylmethyl p-toluenosulfate (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate (R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol-4-toluenesulfonate (r)-2,2-dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate (R)-1,2-O-Isopropylideneglycerol-3-toluenesulphonate 95% 1,2-Isopropylidene-sn-glycerol 3-tosylate, D-α,β-Isopropylideneglycerol-γ-tosylate 1,2-Isopropylidene-sn-glycerol 3-tosylate, (R)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate, D-α,β-Isopropylideneglycerol γ-tosylate 1-O-Tosyl-2-O,3-O-isopropylidene-D-glycerin 4-Methylbenzenesulfonic acid (R)-2,2-dimethyl-1,3-dioxolane-4β-ylmethyl ester p-Toluenesulfonic acid [(4R)-2,2-dimethyl-1,3-dioxolane-4-yl]methyl ester 1,3-DIOXOLANE-4-METHANOL, 2,2-DIMETHYL-, 4-METHYLBENZENESULFONATE, (4R)- 1,2-ISOPROPYLIDENE-SN-GLYCEROL 3-TOSYLATE D-ALPHA,BETA-ISOPROPYLIDENEGLYCEROL-GAMMA-TOSYLATE (R)-(-)-2,2-Dimethyl-1,3-dioxolan-4-ylmethylp-Toluenesulfonate> (R)-(-)-2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxolane-p-tolue... (2,2-Dimethyl-1,3-dioxolan-4-yl)methyl (R)-4-Methylbenzenesulfonate (R)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate (R)-1,2-O-Isopropylideneglycerol-3-toluenesulphonate 23788-74-1 Cd3H19O5S C13H18O5S Protected Alcohols Organic Building Blocks Dioxolanes Chiral Building Blocks Dioxanes & Dioxolanes Glycidyl Compounds, etc. (Chiral) Asymmetric Synthesis chiral Chiral Building Blocks Dioxanes & Dioxolanes Dioxolanes Glycidyl Compounds, etc. (Chiral)