methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

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Chemical Name:methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate
CAS No.:196860-99-8
Molecular Formula:C₃₅H₄₁N₃O₉
Molecular Weight:647.725
Hs Code.:

Synonyms:methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

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Chemical Property of methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

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Technology Process of methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

There total 10 articles about methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate 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: 85.0%

: 1738-76-7
glycine benzyl ester p-toluenesulfonic acid salt

: 196860-96-5
3-[3-[(S)-2-[[(benzyloxy)carbonyl]amino]-3-methoxy-3-oxopropyl]phenyl]-(S)-2-[(tert-butoxycarbonyl)amino]propanoic acid

: 196860-99-8
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;
DOI:10.1021/jo971077h

Reference yield:

: 626-19-7
Isophthalaldehyde

: 196860-99-8
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetramethylguanidine / CH₂Cl₂ / 0.5 h

1.2: 94 percent / CH₂Cl₂ / 0.17 h

2.1: tetramethylguanidine / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 83 percent / CH₂Cl₂ / 24 h

3.1: 96 percent / H₂ / rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene / methanol / 12 h / 2327.17 - 2585.74 Torr

4.1: 97 percent / water; Bu₄NF / dimethylformamide / 12 h / 0 °C

5.1: 85 percent / HOBT; triethylamine; DCC / dimethylformamide / 24 h / 0 - 20 °C

With 1,1,3,3-tetramethylguanidine; tetrabutyl ammonium fluoride; water; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene; In methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: deprotonation / 1.2: Horner-Wittig coupling / 2.1: deprotonation / 2.2: Horner-Wittig coupling / 3.1: Catalytic hydrogenation / 4.1: Hydrolysis / 5.1: Condensation;
DOI:10.1021/jo971077h

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 196860-99-8
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[3-[2-(benzyloxy)-2-oxoethyl]amino]-(S)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl]phenyl]propanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: CH₂Cl₂

2.1: 74 percent / aq. NaOH / dioxane / 1.25 h / 0 °C

3.1: 98 percent / DCC / CH₂Cl₂ / 8 h / 0 °C

4.1: tetramethylguanidine / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 83 percent / CH₂Cl₂ / 24 h

5.1: 96 percent / H₂ / rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene / methanol / 12 h / 2327.17 - 2585.74 Torr

6.1: 97 percent / water; Bu₄NF / dimethylformamide / 12 h / 0 °C

7.1: 85 percent / HOBT; triethylamine; DCC / dimethylformamide / 24 h / 0 - 20 °C

With sodium hydroxide; 1,1,3,3-tetramethylguanidine; tetrabutyl ammonium fluoride; water; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Hydrolysis / 3.1: Esterification / 4.1: deprotonation / 4.2: Horner-Wittig coupling / 5.1: Catalytic hydrogenation / 6.1: Hydrolysis / 7.1: Condensation;
DOI:10.1021/jo971077h