152344-10-0

Basic information

• Product Name: XM 323
• Synonyms: XM 323
• CAS NO: 152344-10-0
• Molecular Formula: C35H38N2O5
• Molecular Weight: 566.68662
• Mol File: 152344-10-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 798.6°C at 760 mmHg
• Flash Point: 436.8°C
• Appearance: /
• Density: 1.294g/cm³
• Vapor Pressure: 6.58E-27mmHg at 25°C
• Refractive Index: 1.667
• CAS DataBase Reference: XM 323(CAS DataBase Reference)
• NIST Chemistry Reference: XM 323(152344-10-0)
• EPA Substance Registry System: XM 323(152344-10-0)

Safety Data

• Hazardous Substances Data: 152344-10-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C35H38N2O5/c38-23-29-15-11-27(12-16-29)21-36-31(19-25-7-3-1-4-8-25)33(40)34(41)32(20-26-9-5-2-6-10-26)37(35(36)42)22-28-13-17-30(24-39)18-14-28/h1-18,31-34,38-41H,19-24H2/t31-,32-,33+,34+/m0/s1

Upstream product

• 1053712-24-5 ((1R,2S,3S,4R)-1-Benzyl-4-benzyloxycarbonylamino-5-phenyl-2,3-bis-triethylsilanyloxy-pentyl)-carbamic acid benzyl ester 
• 174311-81-0 4-<(triphenylmethoxy)methyl>benzyl chloride 
• 170028-72-5 (3aS,4R,8R,8aS)-4,8-dibenzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-e][1,3]diazepin-6(7H)-one 
• 153223-11-1 (4R,5S,6S,7R)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepan-2-one 
• 16473-35-1 4-(hydroxymethyl)benzyl chloride 
• 589-29-7 p-xylylene glycol 
• 153181-18-1 dibenzyl ((2R,3S,4S,5R)-1,6-diphenyl-3,4-bis((2-(trimethylsilyl)ethoxy)methoxy)hexane-2,5-diyl)dicarbamate 
• 153181-22-7 (4R,5S,6S,7R)-hexahydro-5,6-bis[2-(trimethylsilyl)ethoxymethoxy]-4,7-bis(phenylmethyl)-2H-1,3-diazepin-2-one 
• 153181-20-5 (2R,3S,4S,5R)-1,6-diphenyl-3,4-bis((2-(trimethylsilyl)ethoxy)methoxy)hexane-2,5-diamine 
• 153223-10-0 (2R,3S,4S,5R)-2,5-bis[N-(benzyloxycarbonyl)amino]-1,6-diphenyl-3,4-hexanediol 
• 120452-49-5 N-methoxy-N-methyl-(R)-N²-Cbz-phenylalaninamide 
• 41518-17-6 C₂₂H₂₅NO₆ 
• 2448-45-5 Cbz-D-Phe 
• 153181-25-0 (4R,5S,6S,7R)-hexahydro-5,6-bis(2-methoxyethoxymethoxy)-4,7-bis(phenylmethyl)-2H-1,3-diazepin-2-one 

Relevant articles and documents

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

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

Stereoselective synthesis of HIV-1 protease inhibitor, DMP 323

DMP 323, a potent HIV-1 protease inhibitor, has been synthesized by an efficient stereoselective process, amenable to large scale preparations. The core C2 symmetric diol was synthesized by a stereoselective pinacol coupling of CBZ protected D-phenylalanine. Judicious selection of protecting groups allowed cyclic urea formation under mild conditions, enhanced the ease of bis-alkylation, and led te intermediates which were easily purified without chromatography. Additionally, a one-pot, high yield process was developed te prepare the alkylating agent, 4-[(triphenylmethoxy)methyl]benzyl chloride from 1,4-benzenedimethanol.