2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl

Base Information

• Chemical Name: 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl
• CAS No.: 396725-78-3
• Molecular Formula: C₃₂H₃₁NO₄S
• Molecular Weight: 525.668
• Mol file: 396725-78-3.mol

Synonyms:2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl

Chemical Property of 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl

There total 5 articles about 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl 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:

4'-{[1-(2-tert-Butoxycarbonylsulfanyl-phenyl)-meth-(E)-ylidene]-amino}-[1,1';2',1'']terphenyl-3-carboxylic acid methyl ester → 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl (396725-78-3)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm0103099

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl (396725-78-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / DMAP; Et₃N / tetrahydrofuran / 20 °C

2: Et₃N / tetrahydrofuran / 0.5 h / 0 °C

3: NaBH₄ / tetrahydrofuran / 1 h / 0 °C

4: 79 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -70 - 20 °C

5: AcOH / CH₂Cl₂ / 1 h / 20 °C

6: NaBH₄ / CH₂Cl₂ / 2 h / 20 °C

With dmap; sodium tetrahydroborate; oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; 4: Swern oxidation;

DOI:10.1021/jm0103099

Reference yield:

2-phenyl-4-nitro-3'-methoxycarbonylbiphenyl (323191-84-0) → 2-phenyl-4-(2-t-butoxycarbonylmercapto)benzylamino-3'-methoxycarbonylbiphenyl (396725-78-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SnCl₂ / ethyl acetate / Heating

2: AcOH / CH₂Cl₂ / 1 h / 20 °C

3: NaBH₄ / CH₂Cl₂ / 2 h / 20 °C

With sodium tetrahydroborate; acetic acid; tin(ll) chloride; In dichloromethane; ethyl acetate;

DOI:10.1021/jm0103099

upstream raw materials:

di-tert-butyl dicarbonate

2-phenyl-4-nitro-3'-methoxycarbonylbiphenyl

2-S-(t-butoxycarbonyl)mercaptobenzaldehyde

O-(tert-butyl) S-[2-(hydroxymethyl)phenyl] thiocarbonate