421723
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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关于此项目
线性分子式:
C6H5CH2CH(NHCO2CH2C6H5)CH2OH
化学文摘社编号:
分子量:
285.34
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2816420
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
SMILES string
OC[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2
InChI key
WPOFMMJJCPZPAO-INIZCTEOSA-N
assay
97%
optical activity
[α]20/D −30°, c = 1 in chloroform
reaction suitability
reaction type: solution phase peptide synthesis
mp
90-92 °C (lit.)
application(s)
peptide synthesis
Application
用于合成具生物化学活性的化合物。合成 HIV 蛋白酶抑制剂的结构单元。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
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)
Liu, C. et al.
Organic Process Research & Development, 1, 45-45 (1997)
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
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
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