(6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt

Base Information

• Chemical Name: (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt
• CAS No.: 56842-00-3
• Molecular Formula: C₁₂H₂₃N*C₁₅H₁₇N₇O₅S₃
• Molecular Weight: 652.863
• Mol file: 56842-00-3.mol

Synonyms:

Chemical Property of (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt

There total 4 articles about (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt 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:

(6R)-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; benzyl-trimethyl-ammonium salt (60445-97-8) → (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt (56842-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: PhNHNH₂ / 1,2-dichloro-ethane

2: PhNEt₂ / 1,2-dichloro-ethane

3: ethyl acetate

With phenylhydrazine; N,N-diethylaniline; In ethyl acetate; 1,2-dichloro-ethane;

DOI:10.7164/antibiotics.29.969

Reference yield:

(6R)-7t-amino-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; benzyl-trimethyl-ammonium salt (60638-56-4) → (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt (56842-00-3)

Guidance literature:

Multi-step reaction with 2 steps

1: PhNEt₂ / 1,2-dichloro-ethane

2: ethyl acetate

With N,N-diethylaniline; In ethyl acetate; 1,2-dichloro-ethane;

DOI:10.7164/antibiotics.29.969

Reference yield:

(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid (24209-38-9) → (6R)-7t-(2-cyanomethylsulfanyl-acetylamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; dicyclohexylamine salt (56842-00-3)

Guidance literature:

Multi-step reaction with 4 steps

1: (i) MeOH, THF, (ii) /BRN= 982526/, (iii) /BRN= 3552389/, tBuOCl, ClCH₂CH₂Cl

2: PhNHNH₂ / 1,2-dichloro-ethane

3: PhNEt₂ / 1,2-dichloro-ethane

4: ethyl acetate

With phenylhydrazine; N,N-diethylaniline; In ethyl acetate; 1,2-dichloro-ethane;

DOI:10.7164/antibiotics.29.969

upstream raw materials:

Cefmetazole

N-cyclohexyl-cyclohexanamine

(6R)-7t-amino-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; benzyl-trimethyl-ammonium salt

(6R)-7t-(3,5-di-tert-butyl-4-hydroxy-benzylideneamino)-7c-methoxy-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; benzyl-trimethyl-ammonium salt