methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate

Base Information

• Chemical Name: methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate
• CAS No.: 440627-14-5
• Molecular Formula: C₁₄H₉NO₃S
• Molecular Weight: 271.296
• DSSTox Substance ID: DTXSID90394223
• Wikidata: Q82193490
• ChEMBL ID: CHEMBL1711487
• Mol file: 440627-14-5.mol

Synonyms:methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate;897771-13-0;methyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylate;11-Oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid methyl ester;ChemDiv3_013255;HMS1510K11;starbld0019667;MLS001200963;SCHEMBL4670606;CHEMBL1711487;DTXSID90394223;HMS2869L09;CCG-34179;AKOS002131782;NCGC00238613-01;SMR000564431;EU-0063308;BRD-K85402429-001-01-2

Chemical Property of methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 285.04596439
• Heavy Atom Count: 20
• Complexity: 401

Purity/Quality:

97% ^*data from raw suppliers

11-OXO-10,11-DIHYDRODIBENZO[B,F][1,4]THIAZEPINE-8-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)SC3=CC=CC=C3C(=O)N2

Technology Process of methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate

There total 11 articles about methyl 6-oxo-5H-benzo[b][1,4]benzothiazepine-3-carboxylate 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: 91.0%

3-amino-4-(2-carboxy-phenylsulfanyl)-benzoic acid (440627-10-1) → 11-oxo-10,11-dihydro-dibenzo [b,f][1,4]thiazepine-8-carboxylic acid (440627-14-5)

Guidance literature:

With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 16h;

DOI:10.1021/ol0600234

Reference yield:

Methyl thiosalicylate (4892-02-8) → 11-oxo-10,11-dihydro-dibenzo [b,f][1,4]thiazepine-8-carboxylic acid (440627-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Cs₂CO₃ / dimethylformamide / 2 h / 40 °C

2: LiOH / tetrahydrofuran; H₂O / 2 h / 60 °C

3: 2.3 g / hydrogen / Pd/C; PtO₂ / methanol / 16 h

4: 91 percent / CDI / tetrahydrofuran / 16 h / 20 °C

With lithium hydroxide; hydrogen; caesium carbonate; 1,1'-carbonyldiimidazole; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ol0600234

Reference yield:

methanol (67-56-1) + C17H11N3O2S → methyl 11-oxo-10,11-dihydrodibenzo[b,f][1,4]-thiazepine-8-carboxylate (897771-13-0) + 11-oxo-10,11-dihydro-dibenzo [b,f][1,4]thiazepine-8-carboxylic acid (440627-14-5)

Guidance literature:

With dmap; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 13h;

DOI:10.1016/j.bmc.2011.05.028

upstream raw materials:

3-amino-4-(2-carboxy-phenylsulfanyl)-benzoic acid

4-(2-carboxy-phenylsulfanyl)-3-nitro-benzoic acid

4-(2-methoxycarbonyl-phenylsulfanyl)-3-nitro-benzoic acid ethyl ester

ethyl 4-fluoro-3-nitrobenzoate

Downstream raw materials:

methyl 10-(3-chlorobenzyl)-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylate

C₂₁H₁₄ClNO₃S

10-(3-chlorobenzyl)-N-(3-(cyclohexyl(methyl)amino)-propyl)-11-oxo-10,11 dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide

10-benzyl-11-oxo-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxylic acid