tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate

Base Information

• Chemical Name: tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate
• CAS No.: 220377-77-5
• Molecular Formula: C₃₈H₄₀ClN₃O₅S
• Molecular Weight: 686.272
• Mol file: 220377-77-5.mol

Synonyms:tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate

Chemical Property of tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate

There total 4 articles about tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate 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:

3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde (102676-61-9) + N-(tert-butoxycarbonyl)-N-(4-chlorobenzyl)-methanesulfonamide (204857-35-2) → tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate (220377-77-5)

Guidance literature:

N-(tert-butoxycarbonyl)-N-(4-chlorobenzyl)-methanesulfonamide; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 18h;

DOI:10.1016/S0968-0896(01)00295-4

Reference yield:

N-(4-chloro-benzyl)-methanesulfonamide (42060-30-0) → tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate (220377-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / N,N-4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h

2.1: LDA / tetrahydrofuran / 1 h / -78 °C

2.2: tetrahydrofuran / 18 h / -78 - 20 °C

With dmap; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0968-0896(01)00295-4

Reference yield:

4-chlorobenzylamine (104-86-9) → tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-3-(1-(triphenylmethyl) imidazol-4-yl)propyl) carbonate (220377-77-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 81 percent / Et₃N / CH₂Cl₂ / 2 h

2.1: 89 percent / N,N-4-dimethylaminopyridine / CH₂Cl₂ / 0.5 h

3.1: LDA / tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran / 18 h / -78 - 20 °C

With dmap; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0968-0896(01)00295-4

upstream raw materials:

3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde

N-(tert-butoxycarbonyl)-N-(4-chlorobenzyl)-methanesulfonamide

N-(4-chloro-benzyl)-methanesulfonamide

4-chlorobenzylamine

Downstream raw materials:

(E)-N-(4-chlorobenzyl)-4-(1-(triphenylmethyl)imidazol-4-yl)-1-but-1-enesulfonamide

(E)-N-(4-chlorobenzyl)-4-(1-(triphenylmethyl)imidazol-4-yl)-1-butanesulfonamide