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540110

(2R)-(−)-Glycidyl tosylate

Name: (2<I>R</I>)-(−)-Glycidyl tosylate
Brand: ALDRICH

98%

Synonym(s):

(R)-(−)-Glycidyl p-toluenesulfonate, (R)-(−)-Glycidyl tosylate, (R)-(−)-Oxirane-2-methanol p-toluenesulfonate salt

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₂O₄S

CAS Number:

113826-06-5

Molecular Weight:

228.26

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24878442

MDL number:

MFCD00010834

Beilstein/REAXYS Number:

3592142

Assay:

98%

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Properties

assay

98%

mp

46-49 °C (lit.)

functional group

ether, tosylate

storage temp.

2-8°C

SMILES string

Cc1ccc(cc1)S(=O)(=O)OC[C@H]2CO2

InChI

1S/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-/m1/s1

InChI key

NOQXXYIGRPAZJC-SECBINFHSA-N

Description

Application

(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.

Legal Information

Manufactured under license by Sterling Pharma Solutions Limited, using Jacobsen HKR technology.

pictograms

GHS08,GHS05,GHS07,GHS09

signalword

Danger

hcodes

H317,H318,H341,H350,H411

pcodes

P202 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313

Hazard Classifications

Aquatic Chronic 2 - Carc. 1B - Eye Dam. 1 - Muta. 2 - Skin Sens. 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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A Radiosynthesis of fluorine-18.

Grierson JR, et al.

Journal of Nuclear Medicine, 30, 343-350 (1989)

Isosteric phosphonate analogs of ET-16-OMe. Synthesis and biological evaluation of the enantiomers of 2'-(Trimethylammonio) ethyl 4-(hexadecyloxy)-3-methoxybutanephosphonate and 2'-(trimethylammonio) ethyl 4-(hexadecylthio)-3-methoxybutanephosphonate.

Bittman R, et al.

Journal of Medicinal Chemistry, 37(3), 425-430 (1994)

Facile diacylation of glycidyl tosylate. Chiral synthesis of symmetric-chain glycerophospholipids.

Ali S and Bittman R

The Journal of Organic Chemistry, 53(23), 5547-5549 (1988)

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Global Trade Item Number

SKU	GTIN
540110-5G	04061832566795
540110-25G	04061838351517