2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

Base Information

Chemical Name:2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester
CAS No.:330438-42-1
Molecular Formula:C₄₁H₅₁N₄O₈PS
Molecular Weight:790.918
Hs Code.:

2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3<i>H</i>-imidazole-4-carboxylic acid ethyl ester

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Chemical Property of 2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

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Technology Process of 2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

There total 13 articles about 2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl 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:

: 32683-02-6
ethyl-2-aminocyano acetate

: 330438-42-1
2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 62 percent / pyridine / tetrahydrofuran / 2 h

2: 84 percent / TEA / ethanol / 5 °C

3: 79 percent / propane phosphonic anhydride / ethyl acetate / 2 h / Heating

4: 90 percent / K₂CO₃ / dimethylformamide / 3 h

5: 89 percent / HCOCOOH; aq. AcOH; HCl / 30 h / 20 °C

6: 55 percent / tetrahydrofuran / 0.25 h / 0 °C

7: 85 percent / DPPA; DBU / toluene / 24 h

8: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

9: CH₂Cl₂ / 0.25 h

10: TEA; MeOH / 0.08 h

11: methanol / 20 °C

12: 100 percent / H₂ / Pd/C / ethyl acetate

13: EDC; HOBt / 3 h

With pyridine; hydrogenchloride; methanol; TEA; propylphosphonic anhydride; diphenyl-phosphinic acid; hydrogen; potassium carbonate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; Glyoxilic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; 9: Pummerer reaction;
DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

: 330438-34-1
2-formyl-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

: 330438-42-1
2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 55 percent / tetrahydrofuran / 0.25 h / 0 °C

2: 85 percent / DPPA; DBU / toluene / 24 h

3: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

4: CH₂Cl₂ / 0.25 h

5: TEA; MeOH / 0.08 h

6: methanol / 20 °C

7: 100 percent / H₂ / Pd/C / ethyl acetate

8: EDC; HOBt / 3 h

With methanol; 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; dichloromethane; ethyl acetate; toluene; 4: Pummerer reaction;
DOI:10.1016/S0960-894X(02)00138-5

Reference yield:

: 330438-36-3
2-(1-hydroxy-ethyl)-3-methyl-5-methylsulfanyl-3H-imidazole-4-carboxylic acid ethyl ester

: 330438-42-1
2-(1-{2-acetylamino-3-[4-(bis-benzyloxy-phosphoryloxy)-phenyl]-propionylamino}-ethyl)-5-cyclohexylmethylsulfanyl-3-methyl-3H-imidazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / DPPA; DBU / toluene / 24 h

2: 85 percent / mCPBA / CH₂Cl₂ / 0.25 h / 0 °C

3: CH₂Cl₂ / 0.25 h

4: TEA; MeOH / 0.08 h

5: methanol / 20 °C

6: 100 percent / H₂ / Pd/C / ethyl acetate

7: EDC; HOBt / 3 h

With methanol; 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 methanol; dichloromethane; ethyl acetate; toluene; 3: Pummerer reaction;
DOI:10.1016/S0960-894X(02)00138-5