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(2R)-(-)-Glycidyl tosylate

CAS No.
113826-06-5
Chemical Name:
(2R)-(-)-Glycidyl tosylate
Synonyms
(2R)-(−2,2'-IMINOSTILBENE;RARECHEM AK HZ 0050;)-Glycidyl tosylate;(R)-GLYCIDYL TOSYLATE;(R)-Glycidil Tosylate;LABOTEST-BB LT00440878;pre-miR-372 inhibitor 3;(R)-(-)-GLYCIDYL TOSYLATE;(2R)-(-)-GLYCIDYL TOSYLATE
CBNumber:
CB9852877
Molecular Formula:
C10H12O4S
Molecular Weight:
228.26
MDL Number:
MFCD00010834
MOL File:
113826-06-5.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:43
Product description Number Pack Size Price
(2R)-(?)-Glycidyl tosylate 98% 540110 5g $34.02
(2R)-(?)-Glycidyl tosylate 98% 540110 25g $65.14
(2R)-(-)-Glycidyl p-Toluenesulfonate >98.0%(GC) T1611 5g $38
(2R)-(-)-Glycidyl p-Toluenesulfonate >98.0%(GC) T1611 25g $97
(2R)-(?)-Glycidyl tosylate G616000 10g $150
More product size

(2R)-(-)-Glycidyl tosylate Properties

Melting point 46-49 °C(lit.)
Boiling point 340.07°C (rough estimate)
alpha -18 º (c=2.5,CHCl3)
Density 1.3749 (rough estimate)
refractive index 1.5400 (estimate)
Flash point >230 °F
storage temp. 2-8°C
solubility dioxane: 50 mg/mL, clear
form powder
color yellow to orange
optical activity -19.9° (C=1 g/100ml CHCL3)
Water Solubility decomposes
BRN 3592142
InChI InChI=1/C10H12O4S/c1-8-2-4-10(5-3-8)15(11,12)14-7-9-6-13-9/h2-5,9H,6-7H2,1H3/t9-/s3
InChIKey NOQXXYIGRPAZJC-DJEYLCQNNA-N
SMILES C1(=CC=C(C)C=C1)S(=O)(=O)OC[C@@H]1OC1 |&1:12,r|
CAS DataBase Reference 113826-06-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 62V982IWII
UNSPSC Code 12352005
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H317-H318-H341-H350-H411
Precautionary statements  P201-P273-P280-P302+P352-P305+P351+P338+P310-P308+P313
Hazard Codes  Xn,N,T
Risk Statements  45-41-43-51/53-68
Safety Statements  61-45-36/37/39-26-53
RIDADR  UN 3077 9/PG 3
WGK Germany  3
RTECS  RR0510000
3-10-21
Hazard Note  Irritant
HazardClass  9
HS Code  29109000
NFPA 704
0
2 0

(2R)-(-)-Glycidyl tosylate price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 540110 (2R)-(?)-Glycidyl tosylate 98% 113826-06-5 5g $34.02 2025-07-31 Buy
Sigma-Aldrich 540110 (2R)-(?)-Glycidyl tosylate 98% 113826-06-5 25g $65.14 2025-07-31 Buy
TCI Chemical T1611 (2R)-(-)-Glycidyl p-Toluenesulfonate >98.0%(GC) 113826-06-5 5g $38 2025-07-31 Buy
TCI Chemical T1611 (2R)-(-)-Glycidyl p-Toluenesulfonate >98.0%(GC) 113826-06-5 25g $97 2025-07-31 Buy
TRC G616000 (2R)-(?)-Glycidyl tosylate 113826-06-5 10g $150 2021-12-16 Buy
Product number Packaging Price Buy
540110 5g $34.02 Buy
540110 25g $65.14 Buy
T1611 5g $38 Buy
T1611 25g $97 Buy
G616000 10g $150 Buy

(2R)-(-)-Glycidyl tosylate Chemical Properties,Uses,Production

Chemical Properties

white crystalline powder

Uses

Protected Glycidol, (2R)-(-)-Glycidyl tosylate is used as an intermediate in the preparation of neurochemicals.

Uses

(2R)-(-)-Glycidyl Tosylate is a protected glycidol used as an intermediate in the preparation of neurochemicals.

Uses

(2R)-(-)-Glycidyl tosylate may be used to prepare:

  • 1-O-hexadecyl-sn-glycerol 3-O-p-toluenesulfonate by reacting with 1-hexadecanol in the presence of boron trifluoride etherate.
  • 4-Oxiranylmethoxy-(1H)-indole by reacting with 4-hydroxyindole in the presence of sodium hydride.
  • [18F]Epifluorohydin, an intermediate for preparing of [18F]fluoromisonidazole.
It can also be used as a starting material in the synthesis of 1,2-diacyl-sn-3-glycerophosphocholines.

Synthesis

Tosyl chloride

98-59-9

(R)-(+)-Glycidol

57044-25-4

(2R)-(-)-Glycidyl tosylate

113826-06-5

GENERAL STEPS: Under dry conditions, p-toluenesulfonyl chloride (PTSC, 25.0 g) and (R)-oxirane-2-methanol (6.0 mL) were dissolved in anhydrous dichloromethane (DCM, 250 mL). Subsequently, triethylamine (TEA, 36.0 mL) was added slowly and dropwise at 0°C to the reaction mixture. After the reaction was stirred continuously at 0°C for 3 h, the reaction solution was concentrated by rotary evaporator. The crude product was purified by fast column chromatography (eluent: ethyl acetate/petroleum ether) to afford (R)-p-toluenesulfonic acid glycidyl ester (17.6 g) as a white solid. Yield: 85.0%; Melting point: 44-46°C; [α]D25 = +18.3 (c 1.7, acetonitrile). IR (KBr, cm-1): 1598, 1363, 1177, 969, 666, 556. 1H NMR (400 MHz, DMSO-d6) δ: 7.83 (d, J = 8.1 Hz, 2H), 7.52- 7.46 (m, 2H), 4.43 (d, J = 11.6 Hz, 1H), 3.85 (dddd, J = 7.0, 5.7, 3.7, 1.9 Hz, 1H), 3.26-3.17 (m, 1H), 2.78 (t, J = 4.6 Hz, 1H), 2.66-2.58 (m, 1H), 2.42 (s, 3H). esi -MS m/z: 251.2 [M + Na]+.

References

[1] Journal of Organic Chemistry, 2015, vol. 80, # 17, p. 8668 - 8676
[2] Chemical Communications, 2014, vol. 50, # 51, p. 6718 - 6721
[3] Organic Letters, 2012, vol. 14, # 11, p. 2834 - 2837
[4] Angewandte Chemie - International Edition, 2014, vol. 53, # 15, p. 3859 - 3862
[5] Angew.Chem.Int.Ed., 2014, vol. 53, p. 3859 - 3862,4

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View Lastest Price from (2R)-(-)-Glycidyl tosylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2R)-(-)-Glycidyl tosylate pictures 2025-10-11 (2R)-(-)-Glycidyl tosylate
113826-06-5
US $10.00 / KG 1KG 99% 10 mt Hebei Chuanghai Biotechnology Co., Ltd
(2R)-(-)-Glycidyl tosylate pictures 2025-09-25 (2R)-(-)-Glycidyl tosylate
113826-06-5
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
(2R)-(-)-Glycidyl tosylate pictures 2025-07-25 (2R)-(-)-Glycidyl tosylate
113826-06-5
US $0.00 / kg 1kg 99% 10000KGS Shaanxi Dideu New Materials Co. Ltd
(R)-(-)-Glycidyl p-toluenesulfonate (2R)-OXIRAN-2-YLMETHYL4-METHYLBENZENESULFONATE (2R)-(-)-GLYCIDYL TOSYLATE 99+% Oxiran-2-ylmethyl 4-methylbenzenesulfonate 2-(S)-(OXIRAN-2-YL)METHYL 4-METHYLBENZENE SULFONATE OXIRANEMETHANOL, 4-METHYLBENZENESULFONATE, (2R)- (S)-Oxiranemethanol 4-methylbenzenesulfonate (R)-(-)-OXIRANE-2-METHANOL 4-TOLUENESULFONATE (R)-OXIRANE-2-METHANOL P-TOLUENESULFONATE R(-)-OXIRANE-2-METHANOL TOLUENE-4-SULFONATE (R)-OXIRANEMETHANOL 4-METHYLBENZENESULFONATE RARECHEM AK HZ 0050 P-TOLUENESULFONIC ACID (2R)-(-)-GLYCIDYL ESTER (R)-(-)-2,3-EPOXYPROPYL P-TOLUENESULFONATE (R)-(-)-2,3-EPOXYPROPYL TOLUENE-4-SULFONATE (R)-2,3-EPOXY-1-PROPYL P-TOLUENESULFONATE (R)-(-)-GLYCIDYL TOSYLATE (R)-GLYCIDYL TOSYLATE (R)-(-)-GLYCIDYL 4-TOLUENESULFONATE (2R)-(-)-GLYCIDYL TOSYLATE ((R)-(-)-OXIRANE-2-METHANOL) (R)-(-)-Glycidyl p-toluenesulfonate, (R)-(-)-Glycidyl tosylate, (R)-(-)-Oxirane-2-methanol p-toluenesulfonate salt (R)-(-)-Glycidyl tosylate, (R)-(-)-Oxirane-2-methanol p-toluenesulfonate Oxiranemethanol, 4-methylbenzenesulfonate, (R)- (R)-Glycidyl Tosylate,99%e.e. (2R)-(-)-2,3-Epoxypropyl toluene-4-sulfonate for synthesis (2R)-(-)-Glycidyl tosylate, 99%, ee: 99% [(2R)-oxiran-2-yl]methyl 4-methylbenzene-1-sulfonate (2R)-GLYCIDYL TOLUENESULFONATE (2R)-(-)-GLYCIDYL TOSYLATE (2R)-OXIRAN-2-YLMETHYL 4-METHYLBENZENESULPHONATE (2R)-(-)-TOLUENE-4-SULFONIC ACID 2,3-EPOXYPROPYL ESTER LABOTEST-BB LT00440878 4-methylbenzenesulfonate,(r)-oxiranemethano 2,2'-IMINOSTILBENE (2R)-(-)-GLYCIDYL P-TOLUENESULFONATE (R)-Glycidyl tosylate , (Oxiran-2-ylmethyl 4-methylbenzenesulfonate) (R)-()-Oxirane-2-methanol p-toluenesulfonate salt (2R)-2-OxiraneMethanol 2-(4-Methylbenzenesulfonate) (R)-(-)-Oxiran-2-ylMethyl 4-Methylbenzenesulfonate (R)-Oxiran-2-ylMethyl Toluene-4-sulfonate (2R)-(-)-Glycidyl Tosylate p-Toluenesulfonic Acid (2R)-(-)-Glycidyl Ester (2R)-(-)-Glycidyl tosylate ,98% (R)-Glycidil Tosylate (2R)-(-)-Glycidyl tosylate, ee: 99% (2R)-(-)-Glycidyl Tosylate, 97+% (2R)-(-)-Glycidyl tosylate 98% (2R)-(-)-2,3-EPOXYPROPYL TOLUENE-4-SULFO 2-Oxiranemethanol, 2-(4-methylbenzenesulfonate), (2R)- (2R)-(-)-Glycidyl tosylate ISO 9001:2015 REACH pre-miR-372 inhibitor 3 (2R)-(− )-Glycidyl tosylate (2R)-(?)-Glycidyl tosylate 113826-06-5 43826-06-5 Epoxides Organic Building Blocks Chiral Building Blocks