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Merck

421723

Sigma-Aldrich

Z-L-苯丙氨醇

97%

别名:

(S)-(-)-2-(苄氧羰基氨基)-3-苯基-1-丙醇, (S)-2-(Z-氨基)-3-苯基-1-丙醇, N-(苄氧羰基)-L-苯丙氨醇

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About This Item

线性分子式:
C6H5CH2CH(NHCO2CH2C6H5)CH2OH
CAS号:
分子量:
285.34
Beilstein:
2816420
MDL编号:
UNSPSC代码:
12352209
PubChem化学物质编号:
NACRES:
NA.22

方案

97%

旋光性

[α]20/D −30°, c = 1 in chloroform

反应适用性

reaction type: solution phase peptide synthesis

mp

90-92 °C (lit.)

应用

peptide synthesis

SMILES字符串

OC[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2

InChI

1S/C17H19NO3/c19-12-16(11-14-7-3-1-4-8-14)18-17(20)21-13-15-9-5-2-6-10-15/h1-10,16,19H,11-13H2,(H,18,20)/t16-/m0/s1

InChI key

WPOFMMJJCPZPAO-INIZCTEOSA-N

应用

用于合成具生物化学活性的化合物。[1]合成 HIV 蛋白酶抑制剂的结构单元。[2][3][4][5][6][7]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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D Scholz et al.
Journal of medicinal chemistry, 37(19), 3079-3089 (1994-09-16)
A convenient procedure for the synthesis of 2-heterosubstituted statine derivatives as novel building blocks in HIV-protease inhibitors has been developed. The synthesis starts with protected L-phenylalaninols, which were converted to gamma-amino alpha, beta-unsaturated esters in a one-pot procedure. A highly
Pierre L. Beaulieu et al.
The Journal of organic chemistry, 61(11), 3635-3645 (1996-05-31)
Enantiomerically pure N,N-dibenzyl-alpha-amino aldehydes reacted with (chloromethyl)lithium, generated in situ from bromochloromethane and lithium metal, to give predominantly erythro aminoalkyl epoxides. Treatment of the crude epoxides with aqueous hydrochloric acid gave crystalline (2S,3S)-N,N-dibenzylamino chlorohydrin hydrochlorides in 32-56% overall yield and
Aldrichimica Acta, 28, 13-13 (1995)
Michael E. Pierce et al.
The Journal of organic chemistry, 61(2), 444-450 (1996-01-26)
DMP 323, a potent HIV-1 protease inhibitor, has been synthesized by an efficient stereoselective process, amenable to large scale preparations. The core C(2) symmetric diol was synthesized by a stereoselective pinacol coupling of CBZ protected D-phenylalanine. Judicious selection of protecting
Liu, C. et al.
Organic Process Research & Development, 1, 45-45 (1997)

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