186511
(S)-(+)-2-吡咯烷甲醇
97%
别名:
(S)-(+)-2-(羟甲基)吡咯烷, L-脯氨醇
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关于此项目
经验公式（希尔记法）:
C5H11NO
化学文摘社编号:
分子量:
101.15
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
245-605-2
Beilstein/REAXYS Number:
79843
MDL number:
Assay:
97%
InChI key
HVVNJUAVDAZWCB-YFKPBYRVSA-N
InChI
1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
SMILES string
OC[C@@H]1CCCN1
assay
97%
optical activity
[α]20/D +31°, c = 1 in toluene
refractive index
n20/D 1.4853 (lit.)
bp
74-76 °C/2 mmHg (lit.)
density
1.025 g/mL at 25 °C (lit.)
functional group
hydroxyl
Quality Level
General description
(S)-(+)-2-吡咯烷基甲醇又称为(S)-(+)-脯氨醇，在手性有机物合成中用作手性合成砌块。还可用作不对称合成的手性助剂和不对称催化的手性配体。
Application
(S)-(+)-2-吡咯烷基甲醇可作为起始原料合成(S)-α,α-二芳基-2-吡咯烷基甲醇。在合成中起着赋予终产物手性的重要作用。
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
186.8 °F - closed cup
flash_point_c
86 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Organic & biomolecular chemistry, 10(38), 7681-7684 (2012-08-25)
An eco-friendly synthesis of highly functionalized epoxides and their incorporation into an organocatalytic multicomponent approach are reported. For this, a modified class of diarylprolinol silyl ethers was designed to enable high catalytic activity in an environmentally benign solvent system. The
Tatsuya Urushima et al.
Organic letters, 12(13), 2966-2969 (2010-06-10)
Diarylprolinol was found to be an effective organocatalyst of the direct, enantioselective aldol reaction of commercially available polymeric ethyl glyoxylate, affording gamma-ethoxycarbonyl-beta-hydroxy aldehydes, versatile synthetic intermediates, in good yield with excellent enantioselectivity.
Ina Mager et al.
Organic letters, 12(7), 1480-1483 (2010-03-06)
A highly efficient approach for the synthesis, application, and recycling of immobilized diarylprolinol silyl ethers was developed. The MeOPEG-supported Jørgensen-Hayashi catalyst provides unchanged reactivity and selectivity as compared to the homogeneous catalyst, as demonstrated for the Michael addition of nitromethane
Chuan Wang et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(37), 11531-11535 (2012-07-28)
Sulfenylated oxindoles: The first asymmetric sulfenylation of N-Boc-protected oxindoles has been developed to provide products containing a tetrasubstituted stereogenic center in high to excellent yields (86-98 %) and, in most cases, excellent enantioselectivities (up to 96 % ee; see scheme).
Johnathan E Holladay et al.
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Technology to convert biomass into chemical building blocks provides an opportunity to displace fossil fuels and increase the economic viability of biorefineries. Coupling fermentation capability with aqueous-phase catalysis provides novel routes to monomers and chemicals, including those not accessible from
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