5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-oxo-, (6R,7R)-

Base Information

• Chemical Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-oxo-, (6R,7R)-
• CAS No.: 77359-59-2
• Molecular Formula: C₁₃H₁₈N₂O₅S
• Molecular Weight: 314.362
• Mol file: 77359-59-2.mol

Synonyms:

Chemical Property of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-oxo-, (6R,7R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-oxo-, (6R,7R)-

There total 1 articles about 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 7-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-8-oxo-, (6R,7R)- 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)-7-[tert-Butoxycarbonyl-(2-phenoxy-acetyl)-amino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (81483-01-4) → (6R,7R)-3-Methyl-8-oxo-7-(2-phenoxy-acetylamino)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (10209-11-7) + (6R,7R)-7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (77359-59-2)

Guidance literature:

In water; at 35 ℃; Rate constant; var. pH;

Reference yield: 50.0%

(6R,7R)-7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (77359-59-2) + diazodiphenylmethane (908093-98-1) → (6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate (77359-58-1)

Guidance literature:

In dichloromethane; for 2h;

DOI:10.1021/jo035471t

Reference yield:

(6R,7R)-7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid (77359-59-2) → (6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate (655239-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / CH₂Cl₂ / 2 h

2: 74 percent / Lawesson's reagent / toluene / 20 h / 100 °C

With Lawessons reagent; In dichloromethane; toluene;

DOI:10.1021/jo035471t

upstream raw materials:

(6R,7R)-7-[tert-Butoxycarbonyl-(2-phenoxy-acetyl)-amino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Downstream raw materials:

(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

(6R,7R)-7-phenylacetylamino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid

(6R,7R)-diphenylmethyl 7-amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate

(6R,7R)-diphenylmethyl 7-(tert-butyloxycarbonyl)amino-3-methyl-8-thioxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylate