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

Base Information

• Chemical Name: (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid
• CAS No.: 122882-37-5
• Molecular Formula: C₂₃H₂₃NO₄S
• Molecular Weight: 409.506
• Mol file: 122882-37-5.mol

Synonyms:

Chemical Property of (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid

There total 4 articles about (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-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: 35.0%

thiobenzoic acid (98-91-9) + (R)-7-Methylene-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (122882-36-4,122923-01-7) → (4S,7R,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (129173-31-5) + (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (122882-37-5)

Guidance literature:

In methanol;

DOI:10.1016/S0040-4039(00)94635-5

Reference yield:

(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 methyl ester (122882-34-2) → (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (122882-37-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / n-propyl nitrite, acetic acid / CH₂Cl₂ / 1 h / Heating

2: 1.) triphenylphosphine, trifluoromethanesulfonic acid, 2.) K₂CO₃ / 1.) CH₂Cl₂, -60 to -40 deg C, 2.) CH₃OH

3: LiOH

4: 25 percent / methanol

With lithium hydroxide; n-propyl nitrite; trifluorormethanesulfonic acid; potassium carbonate; acetic acid; triphenylphosphine; In methanol; dichloromethane;

DOI:10.1016/S0040-4039(00)94635-5

Reference yield:

(4S,12bR)-7-Diazo-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid methyl ester (122907-36-2) → (4S,7S,12bR)-7-Benzoylsulfanylmethyl-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic acid (122882-37-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) triphenylphosphine, trifluoromethanesulfonic acid, 2.) K₂CO₃ / 1.) CH₂Cl₂, -60 to -40 deg C, 2.) CH₃OH

2: LiOH

3: 25 percent / methanol

With lithium hydroxide; trifluorormethanesulfonic acid; potassium carbonate; triphenylphosphine; In methanol;

DOI:10.1016/S0040-4039(00)94635-5

upstream raw materials:

thiobenzoic acid

(R)-7-Methylene-6-oxo-1,2,3,4,6,7,8,12b-octahydro-benzo[c]pyrido[1,2-a]azepine-4-carboxylic 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 methyl ester

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