(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Base Information

Chemical Name:(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide
CAS No.:247171-16-0
Molecular Formula:C₂₃H₂₁BrN₂O₂
Molecular Weight:437.336
Hs Code.:

Synonyms:(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Suppliers and Price of (1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

There total 7 articles about (1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide 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: 83.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 247171-15-9
(1S,6R)-7-benzyl-8,9-dioxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

: 247171-16-0
(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃;

(1S,6R)-7-benzyl-8,9-dioxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide; In tetrahydrofuran; hexane; for 18h; Heating;
DOI:10.1002/(SICI)1521-3773(19990802)38:15<2214::AID-ANIE2214>3.0.CO;2-V

Reference yield:

: 199103-44-1
1-benzyl-5-ethoxy-4-hydroxy-3-(buta-2,3-dienyl)-2-pyrrolidinone

: 247171-16-0
(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / sodium iodide / 18 h / 85 °C

2: 64 percent / Pd(OAc)2; triphenylphosphine; triethylamine / dimethylformamide / 20 h / 40 °C

3: 66 percent / PCC / CH₂Cl₂ / 17 h / 40 °C

4: 83 percent / n-BuLi / tetrahydrofuran; hexane / 18 h / 70 °C

With palladium diacetate; n-butyllithium; triethylamine; triphenylphosphine; pyridinium chlorochromate; sodium iodide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 4: Wittig reaction;
DOI:10.1021/jo001119t

Reference yield:

: 247171-09-1
(1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-yl ester

: 247171-16-0
(1S,6R)-7-benzyl-9-methylene-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / Pd(OAc)2; triphenylphosphine; triethylamine / dimethylformamide / 20 h / 40 °C

2: 66 percent / PCC / CH₂Cl₂ / 17 h / 40 °C

3: 83 percent / n-BuLi / tetrahydrofuran; hexane / 18 h / 70 °C

With palladium diacetate; n-butyllithium; triethylamine; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3: Wittig reaction;
DOI:10.1021/jo001119t