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
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
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
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)
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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