2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ⁶-[1,2]thiazepine-7-carboxylic acid isopropyl ester

Base Information

• Chemical Name: 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ⁶-[1,2]thiazepine-7-carboxylic acid isopropyl ester
• CAS No.: 303153-22-2
• Molecular Formula: C₂₂H₂₅NO₄S
• Molecular Weight: 399.511
• Mol file: 303153-22-2.mol

Synonyms:

Chemical Property of 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ⁶-[1,2]thiazepine-7-carboxylic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ⁶-[1,2]thiazepine-7-carboxylic acid isopropyl ester

There total 6 articles about 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ⁶-[1,2]thiazepine-7-carboxylic acid isopropyl ester 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:

C16H27NO6S (303153-15-3) → 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ6-[1,2]thiazepine-7-carboxylic acid isopropyl ester (303153-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / TFA / CH₂Cl₂

2: 95 percent / 1-hexene / polystyrene bound Grubbs ruthenium catalyst / 1,2-dichloro-ethane / 0.5 h / 20 °C

3: potassium carbonate / dimethylformamide

With 1-hexene; potassium carbonate; trifluoroacetic acid; polystyrene bound Grubbs ruthenium catalyst; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: acidolysis / 2: Cyclization / 3: Alkylation;

DOI:10.1016/S0040-4039(00)01167-9

Reference yield:

allylsulfamoyl-acetic acid isopropyl ester (303153-13-1) → 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ6-[1,2]thiazepine-7-carboxylic acid isopropyl ester (303153-22-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 92 percent / 4,4-dimethylaminopyridine; triethylamine / CH₂Cl₂

2: 93 percent / potassium carbonate / dimethylformamide

3: 97 percent / TFA / CH₂Cl₂

4: 95 percent / 1-hexene / polystyrene bound Grubbs ruthenium catalyst / 1,2-dichloro-ethane / 0.5 h / 20 °C

5: potassium carbonate / dimethylformamide

With dmap; 1-hexene; potassium carbonate; triethylamine; trifluoroacetic acid; polystyrene bound Grubbs ruthenium catalyst; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Acylation / 2: Alkylation / 3: acidolysis / 4: Cyclization / 5: Alkylation;

DOI:10.1016/S0040-4039(00)01167-9

Reference yield:

isopropyl (chlorosulfonyl)acetate (303153-12-0) → 2-biphenyl-4-ylmethyl-1,1-dioxo-2,3,6,7-tetrahydro-1H-1λ6-[1,2]thiazepine-7-carboxylic acid isopropyl ester (303153-22-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / CH₂Cl₂ / 0 °C

2: 92 percent / 4,4-dimethylaminopyridine; triethylamine / CH₂Cl₂

3: 93 percent / potassium carbonate / dimethylformamide

4: 97 percent / TFA / CH₂Cl₂

5: 95 percent / 1-hexene / polystyrene bound Grubbs ruthenium catalyst / 1,2-dichloro-ethane / 0.5 h / 20 °C

6: potassium carbonate / dimethylformamide

With dmap; 1-hexene; potassium carbonate; triethylamine; trifluoroacetic acid; polystyrene bound Grubbs ruthenium catalyst; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: Condensation / 2: Acylation / 3: Alkylation / 4: acidolysis / 5: Cyclization / 6: Alkylation;

DOI:10.1016/S0040-4039(00)01167-9

upstream raw materials:

isopropyl (chlorosulfonyl)acetate

allylsulfamoyl-acetic acid isopropyl ester

2-allylsulfamoyl-pent-4-enoic acid isopropyl ester

C₁₃H₂₃NO₆S

Refernces