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456268

Sigma-Aldrich

(S)-(−)-Glycidyl trityl ether

98%

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About This Item

Empirical Formula (Hill Notation):
C22H20O2
CAS Number:
129940-50-7
Molecular Weight:
316.39
MDL number:
MFCD00273373
UNSPSC Code:
12352005
PubChem Substance ID:
24869145
NACRES:
NA.22

assay

98%

form

solid

optical activity

[α]20/D −10.5°, c = 1 in chloroform

optical purity

ee: 98% (GLC)

mp

99-102 °C (lit.)

functional group

ether
phenyl

SMILES string

C1O[C@@H]1COC(c2ccccc2)(c3ccccc3)c4ccccc4

InChI

1S/C22H20O2/c1-4-10-18(11-5-1)22(24-17-21-16-23-21,19-12-6-2-7-13-19)20-14-8-3-9-15-20/h1-15,21H,16-17H2/t21-/m0/s1

InChI key

XFSXUCMYFWZRAF-NRFANRHFSA-N

Related Categories

Application

(S)-(-)-Glycidyl trityl ether may be used to prepare N-(p-alkoxy)benzoyl-2-methylindole-4-acetic acid analogs, which are potent prostaglandin D2 (PGD2) receptor antagonists. It may also be used as a starting material in the multi-step synthesis of (-)-actisonitrile.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ6400
MKBV9945V
MKBS1959V
MKBS0917V
MKBH9412V

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Discovery of a new class of potent, selective, and orally active prostaglandin D 2 receptor antagonists.
Torisu K, et al.
Bioorganic & Medicinal Chemistry, 12(20), 5361-5378 (2004)
Discovery of orally active prostaglandin D 2 receptor antagonists.
Torisu K, et al.
Bioorganic & Medicinal Chemistry Letters, 14(19), 4891-4895 (2004)
Structure and synthesis of a unique isonitrile lipid isolated from the marine mollusk Actinocyclus papillatus.
Manzo E, et al.
Organic Letters, 13(8), 1897-1899 (2011)

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