(6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester

Base Information

• Chemical Name: (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester
• CAS No.: 59176-13-5
• Molecular Formula: C₂₁H₂₂N₂O₇S
• Molecular Weight: 446.481
• Mol file: 59176-13-5.mol

Synonyms:

Chemical Property of (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester

There total 2 articles about (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl 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:

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester (59176-12-4) → (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester (59176-13-5)

Guidance literature:

With pyridinium dichloromethanephosphate; In 1,4-dioxane;

DOI:10.1246/cl.1977.1317

Reference yield:

→ (6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester (59176-13-5)

Guidance literature:

1'-Methoxycarbonyl-2'-oxo-propan-1'-ylester des 6-Phenylacetamido-2,2-dimethyl-penam--3-carbonsaeure-1-oxids, Pyridinsalz der Dichlormethylphophonsaeure;

Reference yield:

(6R)-3-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester (59176-13-5) → (6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28180-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) PCl₅, CH₂Cl₂, (ii) /BRN= 5390956/

2: aq. NaNO₂ / acetone; acetic acid

With sodium nitrite; In acetic acid; acetone;

DOI:10.1246/cl.1977.1317

upstream raw materials:

1ξ-oxo-6β-(2-phenyl-acetylamino)-1λ⁴-penicillanic acid (Ξ)-1-methoxycarbonyl-2-oxo-propyl ester

Downstream raw materials:

(6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid