phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester

Base Information

• Chemical Name: phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester
• CAS No.: 468083-03-6
• Molecular Formula: C₃₉H₄₈N₅O₇PS
• Molecular Weight: 761.879

Synonyms:

Chemical Property of phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester

There total 14 articles about phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl 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:

2-formyl-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester (330438-34-1) → phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester (468083-03-6)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 55 percent / tetrahydrofuran / 0.25 h / 0 °C

2.1: 85 percent / DPPA; DBU / toluene / 24 h

3.1: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

4.1: CH₂Cl₂ / 0.25 h

5.1: TEA; MeOH / 0.08 h

6.1: methanol / 20 °C

7.1: 91 percent / 2 N aq. NaOH / ethanol

8.1: EDC; HOBt; NMM / tetrahydrofuran / 1 h

8.2: 63 percent / 30 percent NH₄OH / tetrahydrofuran / 3 h

9.1: 100 percent / H₂ / Pd/C / ethyl acetate

10.1: EDC; HOBt / 3 h

With 4-methyl-morpholine; methanol; sodium hydroxide; TEA; diphenyl-phosphinic acid; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene; 4.1: Pummerer reaction;

DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

2-(1-hydroxy-ethyl)-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester (330438-36-3) → phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester (468083-03-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 85 percent / DPPA; DBU / toluene / 24 h

2.1: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

3.1: CH₂Cl₂ / 0.25 h

4.1: TEA; MeOH / 0.08 h

5.1: methanol / 20 °C

6.1: 91 percent / 2 N aq. NaOH / ethanol

7.1: EDC; HOBt; NMM / tetrahydrofuran / 1 h

7.2: 63 percent / 30 percent NH₄OH / tetrahydrofuran / 3 h

8.1: 100 percent / H₂ / Pd/C / ethyl acetate

9.1: EDC; HOBt / 3 h

With 4-methyl-morpholine; methanol; sodium hydroxide; TEA; diphenyl-phosphinic acid; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; toluene; 3.1: Pummerer reaction;

DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

2-(1-azido-ethyl)-5-mercapto-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester → phosphoric acid 4-{2-acetylamino-2-[1-(5-carbamoyl-4-cyclohexylmethylsulfanyl-1-methyl-1H-imidazol-2-yl)-ethylcarbamoyl]-ethyl}-phenyl ester dibenzyl ester (468083-03-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: methanol / 20 °C

2.1: 91 percent / 2 N aq. NaOH / ethanol

3.1: EDC; HOBt; NMM / tetrahydrofuran / 1 h

3.2: 63 percent / 30 percent NH₄OH / tetrahydrofuran / 3 h

4.1: 100 percent / H₂ / Pd/C / ethyl acetate

5.1: EDC; HOBt / 3 h

With 4-methyl-morpholine; sodium hydroxide; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; ethyl acetate;

DOI:10.1016/S0960-894X(02)00138-5

upstream raw materials:

N-acetyl-O-[bis(benzyloxy)phosphoryl]-L-tyrosine

2-(1-amino-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid amide

2-formyl-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

2-(1-hydroxy-ethyl)-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

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