281573
(S)-(−)-1-氨基-2-(甲氧甲基)四氢吡咯
95%
别名:
SAMP
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关于此项目
经验公式（希尔记法）:
C6H14N2O
化学文摘社编号:
分子量:
130.19
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1523794
Assay:
95%
Form:
liquid
InChI
1S/C6H14N2O/c1-9-5-6-3-2-4-8(6)7/h6H,2-5,7H2,1H3/t6-/m0/s1
SMILES string
COC[C@@H]1CCCN1N
InChI key
BWSIKGOGLDNQBZ-LURJTMIESA-N
assay
95%
form
liquid
optical activity
[α]20/D −79°, neat
optical purity
ee: 97% (GLC)
refractive index
n20/D 1.465 (lit.)
bp
42 °C/1.8 mmHg (lit.)
density
0.97 g/mL at 25 °C (lit.)
functional group
ether
Application
(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。
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
161.6 °F - closed cup
flash_point_c
72 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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)
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
Tetrahedron, 49, 1821-1821 (1993)
Ludovica F Buttó et al.
Inflammatory bowel diseases, 25(1), 14-26 (2018-10-09)
TNF-like cytokine 1A (TL1A) and its functional receptor, death-domain-receptor-3 (DR3), are multifunctional mediators of effector and regulatory immunity. We aimed to evaluate the functional role and therapeutic potential of TL1A/DR3 signaling in Crohn's disease-like ileitis. Ileitis-prone SAMP1/YitFc (SAMP) and TNFΔARE/+
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