(6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information

• Chemical Name: (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS No.: 124876-31-9
• Molecular Formula: C₂₅H₂₄ClN₅O₅S₃
• Molecular Weight: 606.147
• Mol file: 124876-31-9.mol

Synonyms:

Chemical Property of (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[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)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 4 articles about (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[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: 65.0%

(6R,7R)-7-Amino-3-(2-benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (124876-27-3) + (3-Chloroisoxazol-5-yl)acetic acid (54489-25-7) → (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (124876-31-9)

Guidance literature:

With N,N-bis(trimethylsilyl)acetamide; trichlorophosphate; In ethyl acetate; N,N-dimethyl-formamide; Ambient temperature;

Reference yield:

5,5-dimethylimidazolidine-2,4-dithione (20513-25-1) → (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (124876-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / boron trifluoride dimethyl etherate / toluene / 20 h / Heating

2: 50 percent / chlorosulfonic acid / acetonitrile / 0 °C

3: 65 percent / phosphoryl chloride, bis(trimethylsilyl) acetamide / dimethylformamide; ethyl acetate / Ambient temperature

With chlorosulfonic acid; boron trifluoride dimethyl etherate; N,N-bis(trimethylsilyl)acetamide; trichlorophosphate; In ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

S(2)-benzyl-5,5-dimethyldithiohydantoin (124876-23-9) → (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid (124876-31-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / chlorosulfonic acid / acetonitrile / 0 °C

2: 65 percent / phosphoryl chloride, bis(trimethylsilyl) acetamide / dimethylformamide; ethyl acetate / Ambient temperature

With chlorosulfonic acid; N,N-bis(trimethylsilyl)acetamide; trichlorophosphate; In ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(6R,7R)-7-Amino-3-(2-benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(3-Chloroisoxazol-5-yl)acetic acid

5,5-dimethylimidazolidine-2,4-dithione

S⁽²⁾-benzyl-5,5-dimethyldithiohydantoin