335304
(S)-(+)-4-异丙基-3-丙酰基-2-噁唑烷酮
98%
别名:
(S)-3-丙酰基-4-异丙基-2-噁唑烷酮
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关于此项目
经验公式（希尔记法）:
C9H15NO3
化学文摘社编号:
分子量:
185.22
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3542849
产品名称
(S)-(+)-4-异丙基-3-丙酰基-2-噁唑烷酮, 98%
InChI
1S/C9H15NO3/c1-4-8(11)10-7(6(2)3)5-13-9(10)12/h6-7H,4-5H2,1-3H3/t7-/m1/s1
SMILES string
CCC(=O)N1[C@H](COC1=O)C(C)C
InChI key
HOWPHXVPNNPSAZ-SSDOTTSWSA-N
assay
98%
form
liquid
optical activity
[α]25/D +93°, c = 8.7 in methylene chloride
refractive index
n20/D 1.464 (lit.)
bp
102-106 °C/0.75 mmHg (lit.)
density
1.094 g/mL at 25 °C (lit.)
Application
(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone can be used as a building block to prepare:
- (25S)-cholestenoic-26-acid, a potent ligand for the hormonal DAF-12 receptor in Caenorhabditis elegans
- doliculide
Other Notes
Versatile chiral auxiliary for asymmetric synthesis. For a recent review, see Aldrichimica Acta .
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
235.4 °F - closed cup
flash_point_c
113 °C - closed cup
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
法规信息
新产品
此项目有
Stereoselective synthesis of the hormonally active (25 S)-δ7-dafachronic acid,(25 S)-δ4-dafachronic acid,(25 S)-dafachronic acid, and (25 S)-cholestenoic acid.
Martin R, et al.
Organic & Biomolecular Chemistry, 6(23), 4293-4295 (2008)
K Iseki et al.
Chemical & pharmaceutical bulletin, 43(11), 1897-1901 (1995-11-01)
A new fluorinated analog of vitamin D2, 24-epi-26,26,26,27,27,27-hexafluoro- 1 alpha,25-dihydroxyvitamin D2, was efficiently synthesized starting from (R)-4-isopropyl-3-propionyl-2- oxazolidinone with high stereochemical control. In all four physiological test systems, the fluorinate vitamin D2 analog was found to be slightly less active
Enantioselective total synthesis of doliculide, a potent cytotoxic cyclodepsipeptide of marine origin and structure-cytotoxicity relationships of synthetic doliculide congeners
Hiroyuki I, et al.
Tetrahedron, 50(45), 12853-12882 (1994)
Ager, D.J., et al.
Aldrichimica Acta, 30, 3-3 (1997)
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