methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

Base Information

• Chemical Name: methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate
• CAS No.: 1447274-00-1
• Molecular Formula: C₂₃H₃₃BrN₂O₅Si
• Molecular Weight: 525.515
• Mol file: 1447274-00-1.mol

Synonyms:methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

Chemical Property of methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate

There total 2 articles about methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-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:

3-bromobenzoyl chloride (1711-09-7) + methyl 2-(1-amino-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate → methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate (1447274-00-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2013.05.033

Reference yield:

m-bromobenzoic acid (585-76-2) → methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate (1447274-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 20 °C / Inert atmosphere

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.bmc.2013.05.033

Reference yield: 94.0%

methyl 2-(1-(3-bromobenzamido)-2-((triisopropylsilyl)oxy)ethyl)oxazole-4-carboxylate (1447274-00-1) → methyl 2-(1-(3-bromobenzamido)-2-hydroxyethyl)oxazole-4-carboxylate (1447274-01-2)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.05.033

upstream raw materials:

3-bromobenzoyl chloride

m-bromobenzoic acid

Downstream raw materials:

methyl 2'-(3'-(4-((2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(((tert-butoxy)carbonyl)amino)butanamido)methyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazol]-4-carboxylate

methyl (S)-2'-(3'-(4-((2-amino-4-(((t-butoxy)carbonyl)amino)butanamido)methyl)-[2,4'-bioxazol]-2'-yl)-[1,1'-biphenyl]-3-yl)-[2,4'-bioxazol]-4-carboxylate

C₃₅H₂₄N₆O₆

(S)-2′-(3′-(4-((2-amino-4-(((tert-butoxy)carbonyl)amino)butanamido)methyl)-[2,4′-bioxazol]-2′-yl)-[1,1′-biphenyl]-3-yl)-[2,4′-bioxazol]-4-carboxylic acid