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

Base Information

• Chemical Name: (4R,5R,6R)-3-(Diphenoxy-phosphoryloxy)-4-methyl-6-methylsulfanyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 141978-90-7
• Molecular Formula: C₂₈H₂₅N₂O₉PS
• Molecular Weight: 596.554

Synonyms:(4R,5R,6R)-3-(Diphenoxy-phosphoryloxy)-4-methyl-6-methylsulfanyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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

Chemical Property:

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

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

(4R,5R,6R)-4-Methyl-6-methylsulfanyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester (141978-89-4) + chlorophosphoric acid diphenyl ester (2524-64-3) → (4R,5R,6R)-3-(Diphenoxy-phosphoryloxy)-4-methyl-6-methylsulfanyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (141978-90-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; Yield given;

DOI:10.3987/COM-91-S85

Reference yield: 84.0%

N-p-nitrobenzyloxycarbonylazetidinethiol (86063-68-5) + (4R,5R,6R)-3-(Diphenoxy-phosphoryloxy)-4-methyl-6-methylsulfanyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (141978-90-7) → (4R,5R,6R)-4-Methyl-6-methylsulfanyl-3-[1-(4-nitro-benzyloxycarbonyl)-azetidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (122137-67-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -35 - -10 ℃;

DOI:10.3987/COM-91-S85

Reference yield: 81.0%

N-p-nitrobenzyloxycarbonyl-3-mercaptopyrrolidine (86063-66-3) + (4R,5R,6R)-3-(Diphenoxy-phosphoryloxy)-4-methyl-6-methylsulfanyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (141978-90-7) → (4R,5R,6R)-4-Methyl-6-methylsulfanyl-3-[1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester (122137-60-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -35 - -10 ℃;

DOI:10.3987/COM-91-S85

upstream raw materials:

(4R,5R,6R)-4-Methyl-6-methylsulfanyl-3,7-dioxo-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

chlorophosphoric acid diphenyl ester

Downstream raw materials:

(4R,5R,6R)-4-Methyl-6-methylsulfanyl-3-[1-(4-nitro-benzyloxycarbonyl)-azetidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5R,6R)-4-Methyl-6-methylsulfanyl-3-[1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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