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

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Chemical Name:3-[3-[(S)-2-[[(benzyloxy)carbonyl]amino]-3-methoxy-3-oxopropyl]phenyl]-(S)-2-[(tert-butoxycarbonyl)amino]propanoic acid
CAS No.:196860-96-5
Molecular Formula:C₂₆H₃₂N₂O₈
Molecular Weight:500.549
Hs Code.:

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

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

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

There total 9 articles about 3-[3-[(S)-2-[[(benzyloxy)carbonyl]amino]-3-methoxy-3-oxopropyl]phenyl]-(S)-2-[(tert-butoxycarbonyl)amino]propanoic 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: 97.0%

: 196860-95-4
methyl (S)-2-[[(benzyloxy)carbonyl]amino]-3-[3-[(S)-2-[(tert-butoxycarbonyl)amino]-3-[2-(trimethylsilyl)ethoxy]-3-oxopropyl]phenyl]propanoate

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

Guidance literature:: With tetrabutyl ammonium fluoride; water; In N,N-dimethyl-formamide; at 0 ℃; for 12h;
DOI:10.1021/jo971077h

Reference yield:

: 626-19-7
Isophthalaldehyde

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

Guidance literature:: Multi-step reaction with 4 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

With 1,1,3,3-tetramethylguanidine; tetrabutyl ammonium fluoride; water; hydrogen; 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;
DOI:10.1021/jo971077h

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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; 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;
DOI:10.1021/jo971077h