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

Base Information

• Chemical Name: (1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-yl ester
• CAS No.: 247171-09-1
• Molecular Formula: C₁₆H₁₆INO₃
• Molecular Weight: 397.212
• Mol file: 247171-09-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-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: 42.0%

formic acid (64-18-6) + 1-benzyl-5-ethoxy-4-hydroxy-3-(buta-2,3-dienyl)-2-pyrrolidinone (199103-44-1) → Formic acid (1S,6R,9S)-7-benzyl-4,8-dioxo-7-aza-bicyclo[4.2.1]non-9-yl ester (247171-10-4) + (1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-yl ester (247171-09-1)

Guidance literature:

With sodium iodide; at 85 ℃; for 18h;

DOI:10.1002/(SICI)1521-3773(19990802)38:15<2214::AID-ANIE2214>3.0.CO;2-V

Reference yield: 64.0%

carbon monoxide (201230-82-2) + 2-bromoaniline (615-36-1) + (1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-yl ester (247171-09-1) → (1S,6R,9S)-7-benzyl-9-hydroxy-8-oxo-7-azabicyclo[4.2.1]non-3-en-4-carboxylic acid (2-bromophenyl)amide (247171-14-8)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; at 40 ℃; for 20h;

DOI:10.1021/jo001119t

Reference yield:

carbon monoxide (201230-82-2) + 2-bromoaniline (615-36-1) + (1S,6R,9S)-formic acid 7-benzyl-4-iodo-8-oxo-7-azabicyclo[4.2.1]non-3-en-9-yl ester (247171-09-1) → Formic acid (1S,6R,9S)-7-benzyl-4-(2-bromo-phenylcarbamoyl)-8-oxo-7-aza-bicyclo[4.2.1]non-3-en-9-yl ester

Guidance literature:

With triethylamine; triphenylphosphine; palladium diacetate; In N,N-dimethyl-formamide; at 40 ℃; for 20h;

DOI:10.1002/(SICI)1521-3773(19990802)38:15<2214::AID-ANIE2214>3.0.CO;2-V

upstream raw materials:

formic acid

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

Downstream raw materials:

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

C₂₄H₂₂N₂O₂

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

C₂₄H₂₄N₂O₃