(4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester

Base Information

• Chemical Name: (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester
• CAS No.: 1025890-10-1
• Molecular Formula: C₂₈H₂₅N₂O₁₀P
• Molecular Weight: 580.488

Synonyms:

Chemical Property of (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester

There total 1 articles about (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl 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:

chlorophosphoric acid diphenyl ester (2524-64-3) + (4R,5R,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-phenyl ester → (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester (1025890-10-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 0 ℃; for 1h;

DOI:10.7164/antibiotics.50.1078

Reference yield:

(4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester (1025890-10-1) + (2S,4S)-2-((E)-2-Dimethylcarbamoyl-vinylsulfanylmethyl)-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (1054647-23-2) → (4R,5S,6S)-3-[(3S,5S)-5-((E)-2-Dimethylcarbamoyl-vinylsulfanylmethyl)-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -20 ℃; for 2h;

DOI:10.7164/antibiotics.50.1078

Reference yield:

1-Naphthalenethiol (529-36-2) + (4R,5R,6S)-3-(Diphenoxy-phosphoryloxy)-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester (1025890-10-1) → (4R,5S,6S)-6-((R)-1-Hydroxy-ethyl)-4-methyl-3-(naphthalen-1-ylsulfanyl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-phenyl ester

Guidance literature:

DOI:10.1016/0960-894X(96)00450-7

upstream raw materials:

chlorophosphoric acid diphenyl ester

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