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Merck
CN

281573

Sigma-Aldrich

(S)-(−)-1-氨基-2-(甲氧甲基)四氢吡咯

95%

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别名:
SAMP
经验公式(希尔记法):
C6H14N2O
CAS号:
分子量:
130.19
Beilstein:
1523794
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

检测方案

95%

形式

liquid

旋光性

[α]20/D −79°, neat

光学纯度

ee: 97% (GLC)

折射率

n20/D 1.465 (lit.)

bp

42 °C/1.8 mmHg (lit.)

密度

0.97 g/mL at 25 °C (lit.)

SMILES字符串

COC[C@@H]1CCCN1N

InChI

1S/C6H14N2O/c1-9-5-6-3-2-4-8(6)7/h6H,2-5,7H2,1H3/t6-/m0/s1

InChI key

BWSIKGOGLDNQBZ-LURJTMIESA-N

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应用

(S)-(-)-1-氨基-2-(甲氧甲基)吡咯烷可作为手性辅助剂,用于(S)-2-乙基己酸和(S)-2-n-丙基-4-戊烯酸的不对称合成。在溴化锌存在下,与(E)-链烯基-环己基磺酸盐发生1,4加成反应以形成β-肼基-环己基磺酸盐。
与羰基化合物发生缩合反应,生成水合腙,后者在高度对映选择性合成中是有用的合成物。

WGK

WGK 3

闪点(°F)

161.6 °F

闪点(°C)

72 °C

个人防护装备

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Yuanxia Qin et al.
Journal of agricultural and food chemistry, 67(11), 3168-3178 (2019-02-26)
In this study we report a secretory protein that was purified from Serratia marcescens strain S3 isolated from soil from the tobacco rhizosphere. Subsequent mass spectrometry and annotation characterized the protein as secretory alkaline metalloprotease (SAMP). SAMP plays a crucial
Synlett, 897-897 (1992)
Luca Di Martino et al.
Cellular and molecular gastroenterology and hepatology, 8(3), 427-446 (2019-06-11)
Crohn's disease (CD) is a debilitating inflammatory disorder that affects more than 1.6 million people in North America alone. Members of the tumor necrosis factor superfamily are key regulators of intestinal inflammation; specifically, tumor necrosis factor-like weak inducer of apoptosis
Loris R Lopetuso et al.
Inflammatory bowel diseases, 23(3), 392-403 (2017-02-02)
A large body of evidence supports a central role of TLR5 and its natural ligand, flagellin, in Crohn's disease (CD), with the precise mechanism(s) still unresolved. We investigated the role of flagellin/TLR5 in SAMP1/YitFc (SAMP) mice, a spontaneous model of
Asymmetric synthesis and enantioselective teratogenicity of 2-n-propyl-4-pentenoic acid (4-en-VPA), an active metabolite of the anticonvulsant drug, valproic acid.
Hauck R-S and Nau H.
Toxicology Letters, 49(1), 41-48 (1989)

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