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421731

(S)-(+)-2-联苄基氨基-3-苯基-1-丙醇

Name: (<I>S</I>)-(+)-2-联苄基氨基-3-苯基-1-丙醇
Brand: ALDRICH

99%

别名:

N,N-二苄基-L-苯基丙氨醇

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About This Item

线性分子式:

C₆H₅CH₂CH[N(CH₂C₆H₅)₂]CH₂OH

CAS号:

111060-52-7

分子量:

331.45

MDL编号:

MFCD00191984

UNSPSC代码:

12352116

PubChem化学物质编号:

24866400

NACRES:

NA.22

质量水平

100

检测方案

99%

形式

solid

旋光性

[α]20/D +8.0°, c = 4 in methanol

mp

72-74 °C (lit.)

SMILES字符串

OC[C@H](Cc1ccccc1)N(Cc2ccccc2)Cc3ccccc3

InChI

1S/C23H25NO/c25-19-23(16-20-10-4-1-5-11-20)24(17-21-12-6-2-7-13-21)18-22-14-8-3-9-15-22/h1-15,23,25H,16-19H2/t23-/m0/s1

InChI key

ZXNVOFMPUPOZDF-QHCPKHFHSA-N

应用

用于合成 HIV 蛋白酶抑制剂的结构单元。

象形图

GHS07

警示用语：

Warning

危险声明

H315,H319,H335

预防措施声明

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

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Preparation of Aminoalkyl Chlorohydrin Hydrochlorides: Key Building Blocks for Hydroxyethylamine-Based HIV Protease Inhibitors.

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

Liu, C. et al.

Organic Process Research & Development, 1, 45-45 (1997)

Inhibitors of HIV-1 proteinase containing 2-heterosubstituted 4-amino-3-hydroxy-5-phenylpentanoic acid: synthesis, enzyme inhibition, and antiviral activity.

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

Stereoselective Synthesis of HIV-1 Protease Inhibitor, DMP 323.

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

Cyclic HIV protease inhibitors: synthesis, conformational analysis, P2/P2' structure-activity relationship, and molecular recognition of cyclic ureas.

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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