3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester
• CAS No.: 354116-66-8
• Molecular Formula: C₁₇H₁₅NO₃S
• Molecular Weight: 313.377
• Mol file: 354116-66-8.mol

Synonyms:3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester

Chemical Property of 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester

There total 2 articles about 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl 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: 65.0%

C-methoxy-N-phenyl-O-(2-phenylsulfanylpropanoyl)hydroxamic acid (354116-62-4) → 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester (354116-66-8) + 2-(4-methoxycarbonylamino-phenyl)-2-phenylsulfanyl-propionic acid + 2-(2-methoxycarbonylamino-phenyl)-2-phenylsulfanyl-propionic acid (354116-67-9)

Guidance literature:

With potassium hydride; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; at -80 - 20 ℃; for 1h;

DOI:10.3987/com-01-9177

Reference yield: 52.0%

2-(2-methoxycarbonylamino-phenyl)-2-phenylsulfanyl-propionic acid (354116-67-9) → 3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester (354116-66-8)

Guidance literature:

With sodium acetate; In acetic anhydride; at 60 - 70 ℃; for 3h;

DOI:10.3987/com-01-9177

Reference yield:

3-methyl-2-oxo-3-phenylsulfanyl-2,3-dihydro-indole-1-carboxylic acid methyl ester (354116-66-8) → 3-(2'-methoxycarbonylamino)phenyl-3-methyl-2-pyrrolidone (354116-76-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / n-BuSnH; AIBN / benzene / 0.67 h / Heating

2: 83 percent / 2,2,6,6-tetramethylpiperidine / benzene; tetrahydrofuran / 0.17 h / -80 °C

3: 8 percent / H₂ / 80 percentPtO₂ / ethanol / 26.5 h / 2327.17 Torr

With 2,2,6,6-tetramethyl-piperidine; n-butyl tin hydride; 2,2'-azobis(isobutyronitrile); hydrogen; platinum(IV) oxide; In tetrahydrofuran; ethanol; benzene;

DOI:10.3987/com-01-9177

upstream raw materials:

C-methoxy-N-phenyl-O-(2-phenylsulfanylpropanoyl)hydroxamic acid

2-(2-methoxycarbonylamino-phenyl)-2-phenylsulfanyl-propionic acid

Downstream raw materials:

3-(2'-methoxycarbonylamino)phenyl-3-methyl-2-pyrrolidone