190438
(S)-(-)-2-氨基-3-苯基-1-丙醇
98%, optical purity ee: 99% (HPLC)
别名:
L-苯丙氨醇
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关于此项目
线性分子式:
C6H5CH2CH(NH2)CH2OH
化学文摘社编号:
分子量:
151.21
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-674-4
Beilstein/REAXYS Number:
2208238
MDL number:
Assay:
98%
Form:
solid
InChI key
STVVMTBJNDTZBF-VIFPVBQESA-N
InChI
1S/C9H13NO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m0/s1
SMILES string
N[C@H](CO)Cc1ccccc1
assay
98%
form
solid
optical activity
[α]22/D −22.8°, c = 1.2 in 1 M HCl
optical purity
ee: 99% (HPLC)
mp
92-94 °C (lit.)
functional group
amine, hydroxyl, phenyl
Quality Level
General description
( S )-(-)-2-氨基-3-苯基-1-丙醇是一种手性氨基醇。
Application
( S )-(-)-2-氨基-3-苯基-1-丙醇可与 5-硝基水杨醛发生缩合反应生成 ( S )-2- [（1-苄基-2-羟基乙基亚氨基）甲基]-4-硝基苯酚（一种新的手性席夫碱）。它与取代水杨醛反应生成三齿手性席夫碱配体，可形成 H 键合手性超分子金属-有机结构。也可用于合成一种非天然三肽，可增强甲氧西林对耐甲氧西林 金黄色葡萄球菌的抗菌活性 。
可与腈类反应生成噁唑啉类，用以参与钯催化的烯丙基取代反应。也可用于酰胺化手性拆分和 NADH 建模。
存储类别
8A - Combustible corrosive hazardous materials
wgk
WGK 3
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Tetrahedron, 49, 5237-5237 (1993)
Tripeptide LY301621 and its diastereomers as methicillin potentiators against methicillin resistant Staphylococcus aureus.
Bid CN, et al.
The Journal of Antibiotics, 50(3), 283-285 (1997)
G P Zecchini et al.
Archiv der Pharmazie, 328(9), 673-676 (1995-09-01)
The synthesis and the biological activity towards human neutrophils of some N-formyl-Met-Leu-Phe-OMe analogues containing (S)-phenylalaninol (Pheol) or its derivatives in place of the native phenylalanine are reported. While the analogue containing Pheol (4) was found to be devoid of significant
B Weiss et al.
Research communications in chemical pathology and pharmacology, 62(1), 113-123 (1988-10-01)
An amino acid derivative, leucinethiol, was reported to be a strong inhibitor of aminopeptidase activity. In order to obtain selective inhibitors of various brain aminopeptidases, we tested the inhibition by amino acid analogs of brain aminopeptidase activity. In particular, we
Violetta Constantinou-Kokotou et al.
Journal of peptide science : an official publication of the European Peptide Society, 11(7), 431-435 (2005-01-07)
2-Oxoamides based on long chain beta-amino acids were synthesized. 1-Benzyl substituted long chain amines, needed for such synthesis, were synthesized starting from Boc-phenylalaninol. The oxidative conversion of a phenyl group to a carboxyl group was used as the key transformation
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