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

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Chemical Name:methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]phenyl]propanoate
CAS No.:196860-97-6
Molecular Formula:C₂₇H₃₄N₂O₈
Molecular Weight:514.576
Hs Code.:

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

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

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

There total 10 articles about methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-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: 84.0%

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

: 18107-18-1
diazomethyl-trimethyl-silane

: 196860-97-6
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-3-oxopropyl]phenyl]propanoate

Guidance literature:: In methanol; hexane; chloroform;
DOI:10.1021/jo971077h

Reference yield:

: 626-19-7
Isophthalaldehyde

: 196860-97-6
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-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: 84 percent / CHCl₃; methanol; hexane

With 1,1,3,3-tetramethylguanidine; tetrabutyl ammonium fluoride; water; hydrogen; rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene; In methanol; hexane; dichloromethane; chloroform; 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: Esterification;
DOI:10.1021/jo971077h

Reference yield:

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

: 196860-97-6
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-methoxy-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: 84 percent / CHCl₃; methanol; hexane

With sodium hydroxide; 1,1,3,3-tetramethylguanidine; tetrabutyl ammonium fluoride; water; hydrogen; dicyclohexyl-carbodiimide; rhodium 2(S),5(S)-dimethyl-1,2-bisphospholanobenzene; In 1,4-dioxane; methanol; hexane; dichloromethane; chloroform; 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: Esterification;
DOI:10.1021/jo971077h