Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester

Base Information

• Chemical Name: Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester
• CAS No.: 213488-05-2
• Molecular Formula: C₃₀H₃₀N₂O₃S₂
• Molecular Weight: 530.712
• Mol file: 213488-05-2.mol

Synonyms:

Chemical Property of Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester

There total 10 articles about Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] 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: 43.0%

tiolacetic acid (507-09-5) + 3-[1-(Benzhydryl-amino)-2-hydroxy-ethyl]-N-benzyl-benzenesulfonamide (213488-04-1) → Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester (213488-05-2)

Guidance literature:

With triphenylphosphine; N,N'-diisopropyldiazene;

DOI:10.1021/jm981015z

Reference yield:

3-Carboxybenzenesulfonyl chloride (4025-64-3) → Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester (213488-05-2)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / CH₂Cl₂ / 0.5 h / 0 °C

2: 1,2-dimethoxy-ethane / -15 °C

3: NaBH₄

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 5 min

5: 63 percent / acetic acid / methanol / Heating

6: HCl (g), MeOH

7: Amberlite IR-120 acidic resin / 48 h / 60 °C

8: 96 percent / NaBH₄, LiCl / ethanol; tetrahydrofuran / 0 °C

9: 43 percent / PPh₃, (i-PrN=)2

With hydrogenchloride; methanol; sodium tetrahydroborate; oxalyl dichloride; Amberlite IR-120 acidic resin; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium chloride; N,N'-diisopropyldiazene; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane;

DOI:10.1021/jm981015z

Reference yield:

3-[(4-phenylmethyl)aminosulfonyl]benzoic acid (7326-77-4) → Thioacetic acid S-[2-(benzhydryl-amino)-2-(3-benzylsulfamoyl-phenyl)-ethyl] ester (213488-05-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 1,2-dimethoxy-ethane / -15 °C

2: NaBH₄

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, -78 deg C, 5 min

4: 63 percent / acetic acid / methanol / Heating

5: HCl (g), MeOH

6: Amberlite IR-120 acidic resin / 48 h / 60 °C

7: 96 percent / NaBH₄, LiCl / ethanol; tetrahydrofuran / 0 °C

8: 43 percent / PPh₃, (i-PrN=)2

With hydrogenchloride; methanol; sodium tetrahydroborate; oxalyl dichloride; Amberlite IR-120 acidic resin; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium chloride; N,N'-diisopropyldiazene; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol;

DOI:10.1021/jm981015z

upstream raw materials:

tiolacetic acid

3-[1-(Benzhydryl-amino)-2-hydroxy-ethyl]-N-benzyl-benzenesulfonamide

3-Carboxybenzenesulfonyl chloride

3-[(4-phenylmethyl)aminosulfonyl]benzoic acid

Refernces