421731
(S)-(+)-2-(Dibenzylamino)-3-phenyl-1-propanol
99%
Synonym(s):
N,N-Dibenzyl-L-phenylalaninol
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About This Item
Linear Formula:
C6H5CH2CH[N(CH2C6H5)2]CH2OH
CAS Number:
Molecular Weight:
331.45
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Assay:
99%
Form:
solid
Quality Segment
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
SMILES string
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
Application
Building block for the synthesis of HIV protease inhibitors.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Related Content
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
Liu, C. et al.
Organic Process Research & Development, 1, 45-45 (1997)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 421731-5G | 04061832728254 |