294640
(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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关于此项目
经验公式（希尔记法）:
C10H11NO2
化学文摘社编号:
分子量:
177.20
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3649667
产品名称
(S)-4-苄基-2-噁唑烷酮, 99%
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
SMILES string
O=C1N[C@H](CO1)Cc2ccccc2
InChI key
OJOFMLDBXPDXLQ-VIFPVBQESA-N
assay
99%
form
solid
optical activity
[α]20/D −63°, c = 1 in chloroform
optical purity
ee: 99% (HPLC)
mp
86-88 °C (lit.)
functional group
phenyl
Quality Level
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Application
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。
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - STOT RE 2
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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
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)
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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