7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester

Base Information

• Chemical Name: 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester
• CAS No.: 133378-61-7
• Molecular Formula: C₂₈H₂₄ClN₅O₅S₂
• Molecular Weight: 610.114
• Mol file: 133378-61-7.mol

Synonyms:7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester

Chemical Property of 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester

There total 10 articles about 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester 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: 90.0%

2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid (91868-79-0) + 7-Amino-3-(1-chlorethenyl)-3-cephem-4-carbonsaeurebenzhydrylester-hydrochlorid (131580-87-5) → 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester (133378-61-7)

Guidance literature:

With 1-Methansulfoxy-6-trifluormethylbenzotriazol; triethylamine; In N,N-dimethyl-formamide; for 1h; Ambient temperature;

DOI:10.1002/ardp.19913240213

Reference yield:

(6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid (879661-66-2) → 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester (133378-61-7)

Guidance literature:

Multi-step reaction with 8 steps

1: LiOH

2: 1.) Chrom(VI)-oxid, H₂SO₄

3: 2.) Chrom(VI)-oxid, H₂SO₄

4: 15 percent / CCl₄, Ph₃P / 24 h / 78 °C

5: 55 percent / MCPBA / CH₂Cl₂ / 2 h / 20 - 25 °C

6: 61 percent / PBr₃ / dimethylformamide / 1 h

7: 72 percent / PCl₅, pyridine / CH₂Cl₂ / 1 h / 10 °C

8: 90 percent / triethylamine, 1-Methansulfoxy-6-trifluormethylbenzotriazol / dimethylformamide / 1 h / Ambient temperature

With pyridine; chromium(VI) oxide; tetrachloromethane; lithium hydroxide; 1-Methansulfoxy-6-trifluormethylbenzotriazol; phosphorus pentachloride; sulfuric acid; phosphorus tribromide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ardp.19913240213

Reference yield:

7-Phenylacetamido-3-(1-chlorethenyl)-2-cephem-4-carbonsaeure-benzhydrylester (131580-84-2) → 7-<<(2-Amino4-thiazolyl)(methoxyimino)acetyl>amino>-3-(1-chlorethenyl)-3-cephem-4-carbonsaeure-benzhydrylester (133378-61-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 55 percent / MCPBA / CH₂Cl₂ / 2 h / 20 - 25 °C

2: 61 percent / PBr₃ / dimethylformamide / 1 h

3: 72 percent / PCl₅, pyridine / CH₂Cl₂ / 1 h / 10 °C

4: 90 percent / triethylamine, 1-Methansulfoxy-6-trifluormethylbenzotriazol / dimethylformamide / 1 h / Ambient temperature

With pyridine; 1-Methansulfoxy-6-trifluormethylbenzotriazol; phosphorus pentachloride; phosphorus tribromide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/ardp.19913240213

upstream raw materials:

2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetic acid

7-Amino-3-(1-chlorethenyl)-3-cephem-4-carbonsaeurebenzhydrylester-hydrochlorid

(6R)-3-acetoxymethyl-8-oxo-7t-(2-phenyl-acetylamino)-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-3-ene-2ξ-carboxylic acid

3-formyl-7β-phenylacetylamino-ceph-2-em-4α-carboxylic acid diphenylmethyl ester

Refernces