494127
3-吡咯烷-1-甲酸苄酯
90%
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关于此项目
经验公式（希尔记法）:
C12H13NO2
化学文摘社编号:
分子量:
203.24
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
InChI
1S/C12H13NO2/c14-12(13-8-4-5-9-13)15-10-11-6-2-1-3-7-11/h1-7H,8-10H2
SMILES string
O=C(OCc1ccccc1)N2CC=CC2
InChI key
XSKKIFJNZPNVGO-UHFFFAOYSA-N
assay
90%
refractive index
n20/D 1.544 (lit.)
bp
133-137 °C/0.6 mmHg (lit.)
density
1.132 g/mL at 25 °C (lit.)
General description
Benzyl 3-pyrroline-1-carboxylate, also known as N-benzyloxycarbonyl 3-pyrroline, is an N-substituted 3-pyrroline. Its enthalpy of vaporization at boiling point has been evaluated. Its epoxidation using m-chloroperbenzoic acid (m-CPBA) has been reported.
Application
Benzyl 3-pyrroline-1-carboxylate (N-Benzyloxycarbonyl 3-pyrroline) may be used to prepare (+)(3R,4R)-3,4-dihydroxy pyrrolidine via enantioselective trans-dihydroxylation catalyzed by frozen/thawed cells of Sphingomonas sp. HXN-200.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
新产品
此项目有
David R Williams et al.
Journal of the American Chemical Society, 126(11), 3434-3435 (2004-03-18)
A powerful cascade reaction process for the construction of functionalized cis-bicyclo[3.3.0]octenes has been developed. Carbolithiation of 3-methylene-1,4-cyclooctadiene with 1 degrees , 2 degrees , or 3 degrees alkyllithium reagents leads to cyclooctadienyl anions, which undergo disrotatory electrocyclization and subsequent trapping
S L Gwaltney et al.
Bioorganic & medicinal chemistry letters, 11(7), 871-874 (2001-04-11)
Sulfonate analogues of combretastatin A-4 have been prepared. These compounds compete with colchicine and combretastatin A-4 for the colchicine binding site on tubulin and are potent inhibitors of tubulin polymerization and cell proliferation. Importantly, these compounds also inhibit the proliferation
Dongliang Chang et al.
The Journal of organic chemistry, 68(22), 8599-8606 (2003-10-25)
The bacterial strain Sphingomonas sp. HXN-200 was used to catalyze the trans dihydroxylation ofN-substituted 1,2,5,6-tetrahydropyridines 1 and 3-pyrrolines 4 giving the corresponding 3,4-dihydroxypiperidines 3 and 3,4-dihydroxypyrrolidines 6, respectively, with high enantioselectivity and high activity. The trans dihydroxylation was sequentially catalyzed
Asymmetric trans-dihydroxylation of cyclic olefins by enzymatic or chemo-enzymatic sequential epoxidation and hydrolysis in one-pot.
Xu Y, et al.
Green Chemistry, 13(9), 2452-2458 (2011)
Yaws CL.
Thermophysical Properties of Chemicals and Hydrocarbons, 598-598 (2014)
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