2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester

Base Information

• Chemical Name: 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester
• CAS No.: 187791-78-2
• Molecular Formula: C₂₂H₂₈BrNO₃
• Molecular Weight: 434.373

Synonyms:2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester

Chemical Property of 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester

There total 3 articles about 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester 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:

(+)-isopinocampheol (1196-00-5,2734-31-8,19889-94-2,19889-95-3,25465-65-0,25465-95-6,27779-29-9,35997-96-7,35998-01-7,36129-11-0,51152-11-5,73366-08-2,125473-76-9,473-61-0,24041-60-9) → 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester (187791-78-2)

Guidance literature:

Multi-step reaction with 3 steps

1: TsOH / benzene / 80 °C

2: benzene

3: N,N-diethylaniline / 0 °C

With toluene-4-sulfonic acid; N,N-diethylaniline; In benzene;

DOI:10.1016/S0040-4039(96)02352-0

Reference yield:

2-Oxo-propionic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester (187791-76-0) → 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester (187791-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene

2: N,N-diethylaniline / 0 °C

With N,N-diethylaniline; In benzene;

DOI:10.1016/S0040-4039(96)02352-0

Reference yield:

2-Bromoacetyl bromide (598-21-0) + 2-Benzylamino-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester → 2-[Benzyl-(2-bromo-acetyl)-amino]-acrylic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester (187791-78-2)

Guidance literature:

With N,N-diethylaniline; at 0 ℃; Yield given;

DOI:10.1016/S0040-4039(96)02352-0

upstream raw materials:

2-Bromoacetyl bromide

(+)-isopinocampheol

2-Oxo-propionic acid (1S,2S,3S,5R)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl ester

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