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
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。合成 HIV 蛋白酶抑制剂的结构单元。
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)
法规信息
新产品
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
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)
P Y Lam et al.
Journal of medicinal chemistry, 39(18), 3514-3525 (1996-08-30)
High-resolution X-ray structures of the complexes of HIV-1 protease (HIV-1PR) with peptidomimetic inhibitors reveal the presence of a structural water molecule which is hydrogen bonded to both the mobile flaps of the enzyme and the two carbonyls flanking the transition-state
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