(Z)-benzyl 2-bromocrotonate

Base Information

• Chemical Name: (Z)-benzyl 2-bromocrotonate
• CAS No.: 74740-88-8
• Molecular Formula: C₁₁H₁₁BrO₂
• Molecular Weight: 255.111
• Mol file: 74740-88-8.mol

Synonyms:

Chemical Property of (Z)-benzyl 2-bromocrotonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-benzyl 2-bromocrotonate

There total 1 articles about (Z)-benzyl 2-bromocrotonate 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:

α-bromocrotonic acid (27243-23-8) + benzyl bromide (100-39-0) → (Z)-benzyl 2-bromocrotonate (74740-88-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 16h; Ambient temperature;

Reference yield:

(Z)-benzyl 2-bromocrotonate (74740-88-8) + (3R,4R)-4-mercapto-3-phenoxyacetamidoazetidin-2-one (61534-76-7) → 2-Bromo-3-[(2R,3R)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-butyric acid benzyl ester (74732-84-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at -50 ℃; for 1.5h;

Reference yield:

(Z)-benzyl 2-bromocrotonate (74740-88-8) → (2S,3R,5R,6R)-benzyl 3-methyl-6-phenoxyacetamidopenam-2-carboxylate (74740-89-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.23 g / potassium carbonate / dimethylformamide / 1.5 h / -50 °C

2: 131 mg / potassium carbonate / hexamethylphosphoric acid triamide / 48 h / Ambient temperature

3: 30 mg / potassium carbonate / hexamethylphosphoric acid triamide / 24 h / Ambient temperature

With potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;

upstream raw materials:

α-bromocrotonic acid

benzyl bromide

Downstream raw materials:

2-Bromo-3-[(2R,3R)-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-butyric acid benzyl ester

(Z)-2-[(2R,3R)-4-Oxo-3-(2-phenoxy-acetylamino)-azetidin-2-ylsulfanyl]-but-2-enoic acid benzyl ester

(2S,3R,5R,6R)-benzyl 3-methyl-6-phenoxyacetamidopenam-2-carboxylate

(2R,3S,5R,6R)-benzyl 3-methyl-6-phenoxyacetamidopenam-2-carboxylate

Refernces