421731
(S)-(+)-2-联苄基氨基-3-苯基-1-丙醇
99%
别名:
N,N-二苄基-L-苯基丙氨醇
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关于此项目
线性分子式:
C6H5CH2CH[N(CH2C6H5)2]CH2OH
化学文摘社编号:
分子量:
331.45
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
产品名称
(S)-(+)-2-联苄基氨基-3-苯基-1-丙醇, 99%
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
SMILES string
OC[C@H](Cc1ccccc1)N(Cc2ccccc2)Cc3ccccc3
InChI key
ZXNVOFMPUPOZDF-QHCPKHFHSA-N
assay
99%
form
solid
optical activity
[α]20/D +8.0°, c = 4 in methanol
mp
72-74 °C (lit.)
functional group
amine
hydroxyl
phenyl
Quality Level
Application
用于合成 HIV 蛋白酶抑制剂的结构单元。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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
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
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)
C N Hodge et al.
Chemistry & biology, 3(4), 301-314 (1996-04-01)
Effective HIV protease inhibitors must combine potency towards wild-type and mutant variants of HIV with oral bioavailability such that drug levels in relevant tissues continuously exceed that required for inhibition of virus replication. Computer-aided design led to the discovery of
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