cefamandole benzyl ester

Base Information

• Chemical Name: cefamandole benzyl ester
• CAS No.: 91530-70-0
• Molecular Formula: C₂₅H₂₄N₆O₅S₂
• Molecular Weight: 552.635

Synonyms:cefamandole benzyl ester

Chemical Property of cefamandole benzyl ester

Chemical Property:

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Technology Process of cefamandole benzyl ester

There total 7 articles about cefamandole 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: 93.0%

(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-((R)-2-hydroxy-2-phenyl-acetylamino)-4-oxo-azetidin-1-yl]-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-but-3-enoic acid benzyl ester (91530-69-7) → cefamandole benzyl ester (91530-70-0)

Guidance literature:

With ammonia; In N,N-dimethyl-formamide; at -35 ℃;

DOI:10.1016/S0040-4039(01)90045-0

Reference yield:

(R)-2-((1R,5R)-3-Benzoyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid benzyl ester (91530-64-2) → cefamandole benzyl ester (91530-70-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / NaCl, H₂SO₄ / CHCl₃; 2-methyl-propan-2-ol; H₂O / electrolytic chlorination

2: NaI / acetone / Heating

3: acetone

4: BH₃*NH₃ / CH₂Cl₂ / 2 h / -20 °C

5: 66 percent / 5percent aqueous HCl / tetrahydrofuran / 0.67 h / Ambient temperature

6: 93 percent / NH₃ / dimethylformamide / -35 °C

With hydrogenchloride; borane-ammonia complex; sulfuric acid; ammonia; sodium iodide; sodium chloride; In tetrahydrofuran; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1016/S0040-4039(01)90045-0

Reference yield:

(R)-2-((1R,5R)-3-Benzoyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-iodomethyl-but-3-enoic acid benzyl ester (91530-66-4) → cefamandole benzyl ester (91530-70-0)

Guidance literature:

Multi-step reaction with 4 steps

1: acetone

2: BH₃*NH₃ / CH₂Cl₂ / 2 h / -20 °C

3: 66 percent / 5percent aqueous HCl / tetrahydrofuran / 0.67 h / Ambient temperature

4: 93 percent / NH₃ / dimethylformamide / -35 °C

With hydrogenchloride; borane-ammonia complex; ammonia; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/S0040-4039(01)90045-0

upstream raw materials:

(R)-2-[(2R,3R)-2-(Benzothiazol-2-yldisulfanyl)-3-((R)-2-hydroxy-2-phenyl-acetylamino)-4-oxo-azetidin-1-yl]-3-(1-methyl-1H-tetrazol-5-ylsulfanylmethyl)-but-3-enoic acid benzyl ester

(R)-2-((1R,5R)-3-Benzoyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-methyl-but-3-enoic acid benzyl ester

(R)-2-((1R,5R)-3-Benzoyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-chloromethyl-but-3-enoic acid benzyl ester

(R)-2-((1R,5R)-3-Benzoyl-7-oxo-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-3-iodomethyl-but-3-enoic acid benzyl ester

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