(6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Base Information

• Chemical Name: (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester
• CAS No.: 26622-78-6
• Molecular Formula: C₂₇H₂₃IN₂O₄S₂
• Molecular Weight: 630.527
• Mol file: 26622-78-6.mol

Synonyms:(6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property of (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

There total 5 articles about (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl 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:

(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (26748-89-0) → (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (26622-78-6)

Guidance literature:

With sodium iodide; In acetone; at 20 ℃; for 1h;

DOI:10.1021/ja036126o

Reference yield:

2-thienylacetic acid chloride (39098-97-0) → (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (26622-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N; 2,6-lutidine / acetonitrile / 4 h / 0 - 20 °C

2: NaI / acetone / 1 h / 20 °C

With 2,6-dimethylpyridine; triethylamine; sodium iodide; In acetone; acetonitrile;

DOI:10.1021/ja036126o

Reference yield:

(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride (79349-53-4) → (6R,7R)-3-Iodomethyl-8-oxo-7-(2-thiophen-2-yl-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester (26622-78-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N; 2,6-lutidine / acetonitrile / 4 h / 0 - 20 °C

2: NaI / acetone / 1 h / 20 °C

With 2,6-dimethylpyridine; triethylamine; sodium iodide; In acetone; acetonitrile;

DOI:10.1021/ja036126o

upstream raw materials:

(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-(thiophen-2-yl)acetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2-thienylacetic acid chloride

(6R,7R)-7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxyli acid diphenylmethyl ester hydrochloride

Downstream raw materials:

(5S,6R,7R)-5,8-Dioxo-3-[(Z)-3-(7-oxo-7H-phenoxazin-3-yloxy)-propenyl]-7-(2-thiophen-2-yl-acetylamino)-5λ⁴-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester