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Merck
모든 사진(3)

문서

294640

Sigma-Aldrich

(S)-4-Benzyl-2-oxazolidinone

99%

동의어(들):

(4S)-(-)-4-(Phenylmethyl)-1,3-oxazolidin-2-one, (4S)-4-(Phenylmethyl)-2-oxazolidinone, (4S)-4-benzyl-1,3-oxazolidin-2-one, (S)-(-)-4-benzyl-2-oxazolidinone, (S)-4-benzyloxazolidin-2-one

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About This Item

실험식(Hill 표기법):
C10H11NO2
CAS Number:
Molecular Weight:
177.20
Beilstein:
3649667
MDL number:
UNSPSC 코드:
12352005
PubChem Substance ID:
NACRES:
NA.22

분석

99%

형태

solid

광학 활성

[α]20/D −63°, c = 1 in chloroform

광학 순도

ee: 99% (HPLC)

mp

86-88 °C (lit.)

SMILES string

O=C1N[C@H](CO1)Cc2ccccc2

InChI

1S/C10H11NO2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1

InChI key

OJOFMLDBXPDXLQ-VIFPVBQESA-N

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애플리케이션

Chiral auxiliary for asymmetric alkylation.
Chiral auxiliary used recently in a synthesis of (S)-equol. Preparation and functionalization of chiral, stabilized ylides.
Used for asymmetric synthesis of (3R)- and (3S)-piperazic acid.

픽토그램

Health hazardExclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리 방문

Jennifer M Heemstra et al.
Organic letters, 8(24), 5441-5443 (2006-11-17)
The first enantioselective total synthesis of (S)-equol is reported. The described route relies on an Evans alkylation to form the stereocenter and an intramolecular Buchwald etherification to generate the chroman ring. Key features of this method include its brevity, its
Tetrahedron Letters, 33, 7613-7613 (1992)
Arun K Ghosh et al.
Journal of the American Chemical Society, 126(12), 3704-3705 (2004-03-25)
An enantioselective first total syntheis of amphidinolide W (2) and a revision of its C6 absolute stereochemistry (1) are described. Amphidinolide W (1), a 12-membered macrolide isolated from Amphidinium sp., has shown potent antitumor properties against a variety of NCI
Robert K Boeckman et al.
The Journal of organic chemistry, 71(23), 8969-8972 (2006-11-04)
Camphor-derived lactams and other related chiral controllers have been found to react with the Bestmann ylide (triphenylphosphoranylideneketene) upon heating in toluene. The resulting parent ylides provide convenient access to a structurally diverse set of chiral stabilized ylides via functionalization. The
Anne N Shemon et al.
PloS one, 4(6), e6028-e6028 (2009-06-25)
Raf Kinase Inhibitory Protein (RKIP, also PEBP1), a member of the Phosphatidylethanolamine Binding Protein family, negatively regulates growth factor signaling by the Raf/MAP kinase pathway. Since an organic compound, locostatin, was reported to bind RKIP and inhibit cell migration by

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