(6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 121020-94-8
• Molecular Formula: C₁₄H₁₅N₅O₆S₂
• Molecular Weight: 413.435
• Mol file: 121020-94-8.mol

Synonyms:

Chemical Property of (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 11 articles about (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-3-(hydroxymethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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:

Kenicef (86329-79-5) → Desacetylcefotaxime (66340-28-1,121020-94-8,74440-61-2,99124-78-4)

Guidance literature:

With potassium dihydrogenphosphate; at 60 ℃; for 20h; Yield given; pH=5.0;

DOI:10.1248/cpb.37.367

Reference yield:

cefotaxime (758680-79-4,152186-43-1) → 2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid (91868-79-0) + desacetoxycefotaxime (65052-63-3) + desacetylcefotaxime (66340-28-1,121020-94-8,74440-61-2,99124-78-4) + desacetylcefotaxime lactone (66340-33-8) + 7-aminocephalosporanic acid (108260-00-0)

Guidance literature:

With bromine; In methanol; water; at 20 ℃; Product distribution; number "n" of bromine molecules consumed by one molecule of the compound;;

DOI:10.1021/ac00153a008

Reference yield:

sodium N-methyldithiocarbamate (137-42-8) + 2-(2-chloroacetamido-4-thiazolyl)-(Z)-2-(methoxyimino)-acetyl chloride hydrochloride + 7β-amino-3-hydroxymethyl-3-cephem-4-carboxylic acid → 7β-((Z)-(2-amino-1,3-thiazol-4-yl)-2-methoximinoacetamido)-3-hydroxymethyl-3-cephem-4-carboxylic acid (121020-94-8,74440-61-2,99124-78-4)

Guidance literature:

With sodium bicarbonate; In tetrahydrofuran; water-tetrahydrofuran; water; ethyl acetate;

upstream raw materials:

cefotaxime

cefotaxime

cefotaxime sodium salt

Kenicef

Downstream raw materials:

7β-[2-(2-aminothiazol-4-yl)-2-(Z)-methoxyiminoacetamido]-3-(imidazo[1,2-a]pyridinium-1-yl)-methyl-3-cephem-4-carboxylate

7β-[2-(2-aminothiazol-4-yl)-2(Z)-methoxyiminoacetamido]-3-[(imidazo[1,2-a]pyridinium-1-yl)methyl]-3-cephem-4-carboxylate