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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

Quality Level

100

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.)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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