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
Beilstein:
79843
EC 号:
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22
方案
97%
旋光性
[α]20/D +31°, c = 1 in toluene
折射率
n20/D 1.4853 (lit.)
沸点
74-76 °C/2 mmHg (lit.)
密度
1.025 g/mL at 25 °C (lit.)
官能团
hydroxyl
SMILES字符串
OC[C@@H]1CCCN1
InChI
1S/C5H11NO/c7-4-5-2-1-3-6-5/h5-7H,1-4H2/t5-/m0/s1
InChI key
HVVNJUAVDAZWCB-YFKPBYRVSA-N
一般描述
(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。
应用
(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。
警示用语：
Danger
危险声明
危险分类
Acute Tox. 4 Oral - Eye Dam. 1 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
186.8 °F - closed cup
闪点(°C)
86 °C - closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Janine Cossy
Chemical record (New York, N.Y.), 5(2), 70-80 (2005-04-13)
The synthesis of optically active substituted piperidines has been achieved by using four different methodologies. The first one is an intramolecular nucleophilic displacement of activated alcohol moieties that was used to build up the piperidine ring of (-)-prosophylline and (-)-slaframine
Magnus Rueping et al.
Organic & biomolecular chemistry, 10(30), 6201-6210 (2012-05-16)
A highly efficient route for the synthesis of valuable 3,4-substituted chromenone derivatives by the reaction of 1,3-diketones with aldehydes in the presence of l-proline was developed. The reactions take advantage of readily available starting materials and follow a Knoevenagel condensation/Michael
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).
Weixu Zhai et al.
Bioorganic & medicinal chemistry letters, 18(18), 5083-5086 (2008-08-30)
The discovery and optimization of a novel series of prolinol-derived GHSR agonists is described. This series emerged from a 11,520-member solid-phase library targeting the GPCR protein superfamily, and the rapid optimization of low micromolar hits into single-digit nanomolar leads can
Katsuhiko Moriyama et al.
The Journal of organic chemistry, 77(21), 9846-9851 (2012-10-12)
The intramolecular aminohydroxylation of N-alkenylsulfonamides proceeded under heavy metal-free conditions to give substituted prolinol derivatives in high yields. Oxone activated by catalytic Brønsted acid worked well as an electrophilic oxidant for this reaction.
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