(S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

Base Information

• Chemical Name: (S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
• CAS No.: 253135-95-4
• Molecular Formula: C15H13N3O
• Molecular Weight: 251.288
• DSSTox Substance ID: DTXSID80363589
• Mol file: 253135-95-4.mol

Synonyms:(S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one;2H-1,4-Benzodiazepin-2-one, 3-amino-1,3-dihydro-5-phenyl-, (3S)-;253135-95-4;796038-21-6;AC1LT3Z9;SCHEMBL644829;(+)-(3R)-3-Amino-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one;DTXSID80363589;AT35576;(s)-3-amino-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one

Chemical Property of (S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 251.105862047
• Heavy Atom Count: 19
• Complexity: 374

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(C(=O)NC3=CC=CC=C32)N
• Isomeric SMILES: C1=CC=C(C=C1)C2=N[C@@H](C(=O)NC3=CC=CC=C32)N

Technology Process of (S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

There total 15 articles about (S)-3-Amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

(2-oxo-5-phenyl-2, 3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-carbamic acid (2,6-dichloro-4-methoxy-phenyl)-(2,4-dichloro-phenyl)-methyl ester → (2,6-dichloro-4-methoxyphenyl)-(2,4-dichlorophenyl)methyl 2,2,2-trifluoroacetate (954143-62-5) + (S)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2(3H)one (253135-95-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 79.0%

(R)-3-morpholino-1-phenylpropyl ((S)-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)carbamate → (S)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2(3H)one (253135-95-4)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 2h;

Reference yield: 38.5%

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one (103343-47-1) → (R)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1.4]-diazepin-2-one (796038-21-6) + (S)-3-amino-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2(3H)one (253135-95-4)

Guidance literature:

With Chiral Pak AD; Resolution of racemate; Large scale;

upstream raw materials:

(S,S)-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenyl-2-(3-phenylthioureido)propionamide

[1-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-phenylethyl] carbamic acid tert-butyl ester

(S,S)-2-amino-N-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropionamide

3-amino-5-phenyl-1,3-dihydrobenzo[e][1,4]diazepin-2-one

Downstream raw materials:

(S)-1-(2-fluorophenyl)-3-(2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)urea