(6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Base Information

• Chemical Name: (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester
• CAS No.: 51415-20-4
• Molecular Formula: C₂₃H₁₇N₃O₇S
• Molecular Weight: 479.47
• Mol file: 51415-20-4.mol

Synonyms:(6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property of (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

There total 2 articles about (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-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:

(R)-2-((2R)-2r-hydroxysulfanyl-4-oxo-3c-phthalimido-azetidin-1-yl)-3-methyl-but-3-enoic acid 4-nitro-benzyl ester (52186-81-9) → (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (51415-20-4)

Guidance literature:

With methanesulfonic acid; In N,N-dimethyl acetamide; benzene;

DOI:10.1021/ja00812a063

Reference yield:

10-bromo-6β-phthalimido-penicillanic acid 4-nitro-benzyl ester (55450-53-8) → (6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (51415-20-4)

Guidance literature:

With N,N-dimethyl-formamide;

DOI:10.1021/ja00844a045

Reference yield:

(6R)-3-methyl-8-oxo-7t-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester (51415-20-4) → p-nitrobenzyl ester of 7-aminodeacetoxycephalosporanic acid (29124-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂S*9H₂O / acetone; H₂O

2: DCC

3: N₂H₄ / tetrahydrofuran

With sodium sulfide; dicyclohexyl-carbodiimide; hydrazine; In tetrahydrofuran; water; acetone;

DOI:10.1021/ja00852a044

upstream raw materials:

(R)-2-((2R)-2r-hydroxysulfanyl-4-oxo-3c-phthalimido-azetidin-1-yl)-3-methyl-but-3-enoic acid 4-nitro-benzyl ester

10-bromo-6β-phthalimido-penicillanic acid 4-nitro-benzyl ester

Downstream raw materials:

(6R)-7t-(2-carboxy-benzoylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6R)-3-methyl-8-oxo-7c-phthalimido-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(6R)-3-methyl-8-oxo-7c-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-nitro-benzyl ester

p-nitrobenzyl ester of 7-aminodeacetoxycephalosporanic acid