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Merck

294640

Sigma-Aldrich

(S)-4-苄基-2-噁唑烷酮

99%

别名:

(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

经验公式(希尔记法):
C10H11NO2
CAS号:
分子量:
177.20
Beilstein:
3649667
MDL號碼:
分類程式碼代碼:
12352005
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

99%

形狀

solid

光學活性

[α]20/D −63°, c = 1 in chloroform

光學純度

ee: 99% (HPLC)

mp

86-88 °C (lit.)

SMILES 字串

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 密鑰

OJOFMLDBXPDXLQ-VIFPVBQESA-N

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應用

手性助剂,最近用于合成 (S)-雌马酚。用于制备和官能化稳定的手性叶立德。
用于不对称合成 (3R)- 和 (3S)-六氢哒嗪-3-羧酸。
用于不对称烷化反应的手性助剂。

象形圖

Health hazardExclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral - STOT RE 2

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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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