6R(β)-tritylaminopenicillanic acid

Base Information

• Chemical Name: 6R(β)-tritylaminopenicillanic acid
• CAS No.: 40124-92-3
• Molecular Formula: C₂₇H₂₆N₂O₃S
• Molecular Weight: 458.581
• Mol file: 40124-92-3.mol

Synonyms:6R(β)-tritylaminopenicillanic acid

Chemical Property of 6R(β)-tritylaminopenicillanic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6R(β)-tritylaminopenicillanic acid

There total 9 articles about 6R(β)-tritylaminopenicillanic 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:

rac-6β-tritylamino-penicillanic acid benzyl ester (40273-68-5) → rac-6β-tritylamino-penicillanic acid (40124-92-3)

Guidance literature:

With hydrogen; ethylene glycol; acetic acid; trimethyleneglycol; In 1,4-dioxane;

DOI:10.1021/ja00874a029

Reference yield:

trityl chloride (76-83-5) → rac-6β-tritylamino-penicillanic acid (40124-92-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₂NH, THF / H₂O

2: N,N'-diisopropyl-carbodiimide / dioxane; H₂O

3: H₂, PdO, AcOH, ethane-1,2-diol / dioxane

With tetrahydrofuran; hydrogen; ethylene glycol; acetic acid; diethylamine; diisopropyl-carbodiimide; trimethyleneglycol; In 1,4-dioxane; water;

DOI:10.1021/ja00874a029

Reference yield:

(4RS)-2t-((SR)-amino-tert-butoxycarbonyl-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid benzyl ester → rac-6β-tritylamino-penicillanic acid (40124-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: HCl / nitromethane

2: Et₂NH, THF / H₂O

3: N,N'-diisopropyl-carbodiimide / dioxane; H₂O

4: H₂, PdO, AcOH, ethane-1,2-diol / dioxane

With tetrahydrofuran; hydrogenchloride; hydrogen; ethylene glycol; acetic acid; diethylamine; diisopropyl-carbodiimide; trimethyleneglycol; In 1,4-dioxane; nitromethane; water;

DOI:10.1021/ja00874a029

upstream raw materials:

methyl 6β-(triphenylmethylamino)penicillinate

6-Aminopenicillanic Acid

trityl chloride

rac-6β-tritylamino-penicillanic acid benzyl ester

Downstream raw materials:

6-Aminopenicillanic Acid

rac-6β-amino-penicillanic acid

methyl 6β-(triphenylmethylamino)penicillinate

6β-tritylamino-penicillanic acid 4-nitro-phenyl ester

Refernces

• 1、 Reiner,Zeller. "Substitution of 6-aminopenicillanic acid at the 6 carbon atom". . p. 1905 - 1918. Retrieved 2007/10/04.