ChemicalBook >> CAS DataBase List >>(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate

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

CAS No.
23735-43-5
Chemical Name:
(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
Synonyms
(S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate;(S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE;Travoprost Impurity 51;(S)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE;L-α,β-Isopropylideneglycerol-γ-tosylate;(S)-3-TOSYLOXY-1,2-PROPANEDIOL ACETONIDE;(S)-3-Toxyloxy-1,2-propanediol acetonide;2,3-ISOPROPYLIDENE-SN-GLYCEROL 1-TOSYLATE;(S)-1-O-tosyl-2,3-O-isopropylideneglycerol;(2S)-1-O-Tosyl-2-O,3-O-isopropylideneglycerol
CBNumber:
CB6164890
Molecular Formula:
C13H18O5S
Molecular Weight:
286.35
MDL Number:
MFCD00063234
MOL File:
23735-43-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 04:37:10

(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate Properties

Melting point 29-31 °C
alpha 4.2 º (c=10, abs.alcohol)
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. Inert atmosphere,2-8°C
form powder to lump to clear liquid
color White or Colorless to Light yellow
optical activity [α]26/D +7.5°, c = 2% in DMF
BRN 89799
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-LBPXTSNRNA-N
SMILES C1(C=CC(C)=CC=1)S(=O)(=O)OC[C@@H]1COC(C)(C)O1 |&1:12,r|
CAS DataBase Reference 23735-43-5(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-H335
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
10-21
HS Code  29329990
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
1 0

(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate price More Price(44)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 337420 (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate 97% 23735-43-5 1g $171 2023-01-07 Buy
Sigma-Aldrich 337420 (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate 97% 23735-43-5 5g $304 2023-01-07 Buy
TCI Chemical D2550 (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) 23735-43-5 1g $194 2026-04-30 Buy
TCI Chemical D2550 (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate >98.0%(GC) 23735-43-5 5g $633 2026-04-30 Buy
TRC TRC-D469555-1G (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate 23735-43-5 1g $161 2026-06-03 Buy
Product number Packaging Price Buy
337420 1g $171 Buy
337420 5g $304 Buy
D2550 1g $194 Buy
D2550 5g $633 Buy
TRC-D469555-1G 1g $161 Buy

(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate Chemical Properties, Uses, Production

Chemical Properties

white to light yellow crystal powde

Uses

(S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has been used as a reactant for the synthesis of 16-(3-trifluoromethyl)phenoxy PGF2α analog travoprost (T715600) which has potent topical ocular activity. (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate has also been used for the preparation of p38 mitogen activated protein (MAP) kinase inhibitors.

Synthesis

Tosyl chloride

98-59-9

(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol

14347-78-5

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

23735-43-5

The general procedure for the synthesis of (S)-(2,2-dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate from p-toluenesulfonyl chloride and (R)-(-)-glycerol acetonide was carried out as follows: in accordance with the methodology used for the preparation of (R)-(-)-20a, (R)-(-)-2,2-dimethyl-4-(hydroxymethyl)-1,3-dioxolan-1,3-dioxolan (19b) ( 2.50 g) was converted to (S)-(+)-3-toluenesulfonyloxy-1,2-propanediol acetone compound 20b (5.23 g, 98% yield, 99.2% ee). [α]D20 +4.5 (c 1.0, EtOH) (literature value [α]D25 +4.7 (c 1.0, EtOH)).IR, NMR, and HRMS spectroscopic data were in complete agreement with the (R)-(-)-20a enantiomer.

References

[1] Chemical and Pharmaceutical Bulletin, 1995, vol. 43, # 10, p. 1719 - 1723
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 8, p. 3198 - 3213
[3] Tetrahedron, 2013, vol. 69, # 5, p. 1634 - 1648
[4] Journal of the American Chemical Society, 1980, vol. 102, # 20, p. 6304 - 6311
[5] Journal of the Chemical Society, Chemical Communications, 1984, # 6, p. 349 - 350

(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate Preparation Products And Raw materials

Global Suppliers ( 180)
Supplier Tel Email Country ProdList Advantage
Tianjin Derchemist Science & Technology Co., Ltd. 22-58627059 13920586291 zdcomcon@126.com China 4094 50
Shandong RuiYue Biotechnology Co., Ltd. 0531-88581623 18805314509 1456922171@126.com China 63 50
Xiamen Weijia Pharma Co., Ltd 0592-6055939 18950006030 lzf@xmweijia.com China 58 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66
Shanghai Longsheng chemical Co.,Ltd. 58099637 13585536065 sales@shlschem.com China 9880 59
Shanghai Ennopharm Co., Ltd. +86 (21) 6435-5022 China 4263 65
TOKYO CHEMICAL INDUSTRY CO., LTD. 03-36680489 Sales-JP@TCIchemicals.com Japan 28364 80

View Latest Price from (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate pictures 2026-06-30 (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate
23735-43-5
1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
(S)-O-ISOPROPYLIDENE GLYCEROL TOSYLATE (S)-(+)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE (S)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENESULFONATE (S)-(+)-2,2-DIMETHYL-4-(HYDROXYMETHYL)-1,3-DIOXOLANE-P-TOLUENSULFONATE (S)-(+)-2,2-DIMETHYL-1,3-DIOXOLAN-4-YLMETHYL P-TOLUENESULFONATE (S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL-4-METHYLBENZENESULFONATE (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 4-methylbenzenesulfonate 2,3-ISOPROPYLIDENE-SN-GLYCEROL 1-TOSYLATE 2,2-DIMETHYL-4(S)-4-(P-TOLYLSULFONYL)METHYL-1,3-DIOXALANE 1,3-DIOXOLANE-4-METHANOL, 2,2-DIMETHYL-, 4-METHYLBENZENESULFONATE, (4S)- L-α,β-Isopropylideneglycerol-γ-tosylate (S)-2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxolane-p-toluenesulphonate (S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOLUENE-4-SULFONATE (S)-2,2-DIMETHYL-1,3-DIOXOLANE-4-METHANOL TOSYLATE (S)-(+)-2,2-DIMETHYL-1,3-DIOXOLANE-4-YLMETHYL P-TOLUENESULFONATE (S)-1,2-O-ISOPROPYLIDENEGLYCEROL-3-TOLUENESULFONATE (S)-3-TOSYLOXY-1,2-PROPANEDIOL ACETONIDE (S)-2,2-Dimethyl-1,3-dioxolane-4-methanol p-toluenesulfonate (S)-3-Toxyloxy-1,2-propanediol acetonide (s)-2,2-dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate (S)-(+)-2,2-Dimethyl-1,3-dioxolane-4-methanol 4-toluenesulfo 2,3-Isopropylidene-sn-glycerol 1-tosylate, (S)-2,2-Dimethyl-1,3-dioxolane-4-methyl p-toluenesulfonate, L-α,β-Isopropylideneglycerol-γ-tosylate 2,3-Isopropylidene-sn-glycerol 1-tosylate, L-α,β-Isopropylideneglycerol-γ-tosylate (2S)-1-O-Tosyl-2-O,3-O-isopropylideneglycerol 4-Methylbenzenesulfonic acid (S)-2,2-dimethyl-1,3-dioxolane-4α-ylmethyl ester p-Toluenesulfonic acid [(S)-2,2-dimethyl-1,3-dioxolane-4α-yl]methyl ester p-Toluenesulfonic acid [S,(+)]-2,2-dimethyl-1,3-dioxolan-4-ylmethyl ester p-Toluenesulfonic acid [S,(+)]-2,2-dimethyl-1,3-dioxolane-4-ylmethyl ester (S)-(+)-2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxolane-p-toluenesulfonate,97% L-ALPHA,BETA-ISOPROPYLIDENEGLYCEROL-GAMMA-TOSYLATE L-(+)-1,2-ISOPROPYLIDENEGLYCEROL 3-(P-TOLUENESULFONATE) (4S)-2,2-dimethyl-4-(4-toluenesulphonyloxymethyl)-1,3-dioxolane (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethylp-Toluenesulfonate> 1,3-Dioxolane-4-methanol, 2,2-dimethyl-, 4-(4-methylbenzenesulfonate), (4S)- Travoprost Impurity 51 (S)-(2,2-dimethyl-1,3-dioxalan-4-yl)methyl-4-methylbenzenesulfonate (S)-(+)-2,2-Dimethyl-4-(hydroxymethyl)-1,3-dioxolane-p-tolue... (S)-1-O-tosyl-2,3-O-isopropylideneglycerol (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-toluenesulfonate 23735-43-5 Asymmetric Synthesis Organic Building Blocks Protected Alcohols Dioxolanes Chiral Building Blocks Dioxanes & Dioxolanes Glycidyl Compounds, etc. (Chiral) chiral Chiral Building Blocks Dioxanes & Dioxolanes Dioxolanes Glycidyl Compounds, etc. (Chiral) Synthetic Organic Chemistry ADVANCED INT.