(4S,7S,12bR)-6-oxo-7-{[(2S)-3-phenyl-2-sulfanylpropanoyl]amino}-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylic acid

Base Information

• Chemical Name: (4S,7S,12bR)-6-oxo-7-{[(2S)-3-phenyl-2-sulfanylpropanoyl]amino}-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylic acid
• CAS No.: 142695-09-8
• Molecular Formula: C₂₄H₂₆N₂O₄S
• Molecular Weight: 438.547
• Mol file: 142695-09-8.mol

Synonyms:Pyrido[2,1-a][2]benzazepine-4-carboxylicacid,1,2,3,4,6,7,8,12b-octahydro-7-[(2-mercapto-1-oxo-3-phenylpropyl)amino]-6-oxo-,[4S-[4a,7a(R*),12bb]]-; MDL 100173

Chemical Property of (4S,7S,12bR)-6-oxo-7-{[(2S)-3-phenyl-2-sulfanylpropanoyl]amino}-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.39E-23mmHg at 25°C
• Boiling Point: 743.2°Cat760mmHg
• Flash Point: 403.3°C
• PSA: 125.51000
• Density: 1.34g/cm³
• LogP: 3.10420

Purity/Quality:

MDL 100173 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4S,7S,12bR)-6-oxo-7-{[(2S)-3-phenyl-2-sulfanylpropanoyl]amino}-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylic acid

There total 10 articles about (4S,7S,12bR)-6-oxo-7-{[(2S)-3-phenyl-2-sulfanylpropanoyl]amino}-1,2,3,4,6,7,8,12b-octahydropyrido[2,1-a][2]benzazepine-4-carboxylic acid 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:

(4S,7S,12bR)-7-((R)-2-Acetylsulfanyl-3-phenyl-propionylamino)-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (142589-10-4) → MDL 101,628 (142695-09-8)

Guidance literature:

With lithium hydroxide; In methanol; for 2h; Yield given;

DOI:10.1021/jm00068a022

Reference yield:

M100240 (142695-08-7) → MDL 100,173 (142695-09-8)

Guidance literature:

With lithium hydroxide; In methanol; for 2h; Yield given;

DOI:10.1021/jm00068a022

Reference yield:

(S)-(alpha)-bromobenzenepropanoic acid (42990-55-6,35016-63-8,42990-49-8,16503-53-0) → MDL 100,173 (142695-09-8)

Guidance literature:

Multi-step reaction with 4 steps

1: EEDQ

2: Cs₂CO₃ / dimethylformamide

3: trifluoroacetic acid (TFA), anisole

4: LiOH / methanol / 2 h

With lithium hydroxide; caesium carbonate; methoxybenzene; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00068a022

upstream raw materials:

(4S,7S,12bR)-7-((R)-2-Acetylsulfanyl-3-phenyl-propionylamino)-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid

(S)-2-bromo-3-phenylpropionic acid

(4S,7S,12bR)-7-Amino-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid benzhydryl ester

(4S,7S,12bR)-7-((R)-2-Acetylsulfanyl-3-phenyl-propionylamino)-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid benzhydryl ester

Refernces