(6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide

Base Information

• Chemical Name: (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide
• CAS No.: 29583-46-8
• Molecular Formula: C₂₂H₂₉N₃O₆S
• Molecular Weight: 463.555
• Mol file: 29583-46-8.mol

Synonyms:

Chemical Property of (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide

There total 5 articles about (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁴-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide 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:

1β-oxo-6β-(2-phenyl-acetylamino)-1λ4-penicillanic acid tert-butylamide (29583-44-6) → (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide (29583-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene

2: NaIO₄ / dioxane; H₂O

With sodium periodate; In 1,4-dioxane; water; toluene;

DOI:10.1039/j39710003540

Reference yield:

(6R)-3t-acetoxy-3c-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide (29583-45-7) → (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide (29583-46-8)

Guidance literature:

With sodium periodate;

DOI:10.1039/c29700001059

Reference yield:

Penicillin G sodium (69-57-8) → (6R)-3t-acetoxy-3c-methyl-5c,8-dioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ4-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide (29583-46-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NaIO₄ / H₂O

2: (i) Et₃N, ClCO₂Et, CH₂Cl₂, (ii) /BRN= 605267/

3: toluene

4: NaIO₄ / dioxane; H₂O

With sodium periodate; In 1,4-dioxane; water; toluene;

DOI:10.1039/j39710003540

upstream raw materials:

(6R)-3t-acetoxy-3c-methyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide

penicillin G 1-oxide

Penicillin G sodium

6β-(2-phenyl-acetylamino)-penicillanic acid tert-butylamide

Downstream raw materials:

(6R)-3t-acetoxy-3c-methyl-5,5,8-trioxo-7t-(2-phenyl-acetylamino)-(6rH)-5λ⁶-thia-1-aza-bicyclo[4.2.0]octane-2c-carboxylic acid tert-butylamide