Benzyl tert-butyl bromomalonate

Base Information

• Chemical Name: Benzyl tert-butyl bromomalonate
• CAS No.: 78815-40-4
• Molecular Formula: C₁₄H₁₇BrO₄
• Molecular Weight: 329.191
• Mol file: 78815-40-4.mol

Synonyms:Benzyl tert-butyl bromomalonate

Chemical Property of Benzyl tert-butyl bromomalonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl tert-butyl bromomalonate

There total 1 articles about Benzyl tert-butyl bromomalonate 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: 78.0%

1-benzyl 3-(tert-butyl) malonate (72594-86-6) → Benzyl tert-butyl bromomalonate (78815-40-4)

Guidance literature:

With bromine; In tetrachloromethane;

DOI:10.1039/P19920002175

Reference yield:

Benzyl tert-butyl bromomalonate (78815-40-4) + t-butyl 1,2,3,10-tetrahydro-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-1-thioxodipyrrin-9-carboxylate (145045-86-9) → 2-{5-[1-[5-tert-Butoxycarbonyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-4,4-dimethyl-4,5-dihydro-3H-pyrrol-2-ylsulfanyl}-malonic acid benzyl ester tert-butyl ester

Guidance literature:

With diazabicyclo-undecane; In toluene; at 18 ℃; for 1h;

Reference yield:

Benzyl tert-butyl bromomalonate (78815-40-4) → 5-[5-[1-Benzyloxycarbonyl-meth-(E)-ylidene]-3,3-dimethyl-pyrrolidin-(2Z)-ylidenemethyl]-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (145046-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: diazabicyclo-undecane / toluene / 1 h / 18 °C

2: triphenylphosphine / toluene / 1.25 h / Heating

3: trifluoroacetic acid / 3 h / 18 °C

With diazabicyclo-undecane; triphenylphosphine; trifluoroacetic acid; In toluene;

upstream raw materials:

1-benzyl 3-(tert-butyl) malonate

Downstream raw materials:

tert-Butyl (E)-1--5-cyano-8-(2-methoxycarbonylethyl)-7-methoxycarbonylmethyl-3,3-dimethyl-2,3-dihydropyrrin-9-carboxylate

5-[5-[1-Benzyloxycarbonyl-meth-(E)-ylidene]-3,3-dimethyl-pyrrolidin-(2Z)-ylidenemethyl]-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

2-[5-[1-[5-tert-Butoxycarbonyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-4,4-dimethyl-pyrrolidin-(2E)-ylidene]-malonic acid benzyl ester tert-butyl ester

2-[5-[1-[5-tert-Butoxycarbonyl-4-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-1H-pyrrol-2-yl]-meth-(Z)-ylidene]-4,4-dimethyl-pyrrolidin-(2Z)-ylidene]-malonic acid benzyl ester tert-butyl ester