(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester
CAS No.:272784-52-8
Molecular Formula:C₂₃H₂₆N₂O₅
Molecular Weight:410.47
Hs Code.:

Synonyms:(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

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Chemical Property of (S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

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Technology Process of (S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

There total 8 articles about (S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl 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: 95.0%

: (S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propionic acid methyl ester

: 272784-52-8
(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

Guidance literature:: With hydrogenchloride; In methanol;
DOI:10.1016/S0960-894X(00)00089-5

Reference yield:

: 6908-41-4,58590-49-1
4-(methoxycarbonyl)benzyl alcohol

: 272784-52-8
(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / imidazole

2: 92 percent / LAH / diethyl ether

3: 86 percent / MnO₂ / CH₂Cl₂; hexane / 6 h

4: 85 percent / tetramethylguanidine / -40 °C

5: 97 percent / RhDuPhos; H₂ / methanol / 20 °C / 2585.74 Torr

6: HCO₂NH₄ / Pd/C / methanol

7: HBTU; DIPEA / dimethylformamide

8: 95 percent / 2 N HCl / methanol

With 1H-imidazole; hydrogenchloride; manganese(IV) oxide; lithium aluminium tetrahydride; S,S-RhMe-Duphos; 1,1,3,3-tetramethylguanidine; hydrogen; ammonium formate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Reduction / 3: Oxidation / 4: Condensation / 5: Hydrogenation / 6: deprotection / 7: Acylation / 8: deprotection;
DOI:10.1016/S0960-894X(00)00089-5

Reference yield:

: 118992-89-5
[4-({[tert-butyl(dimethyl)silyl]oxy}methyl)phenyl]methanol

: 272784-52-8
(S)-2-[((S)-1-Benzyl-5-oxo-pyrrolidine-2-carbonyl)-amino]-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / MnO₂ / CH₂Cl₂; hexane / 6 h

2: 85 percent / tetramethylguanidine / -40 °C

3: 97 percent / RhDuPhos; H₂ / methanol / 20 °C / 2585.74 Torr

4: HCO₂NH₄ / Pd/C / methanol

5: HBTU; DIPEA / dimethylformamide

6: 95 percent / 2 N HCl / methanol

With hydrogenchloride; manganese(IV) oxide; S,S-RhMe-Duphos; 1,1,3,3-tetramethylguanidine; hydrogen; ammonium formate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Oxidation / 2: Condensation / 3: Hydrogenation / 4: deprotection / 5: Acylation / 6: deprotection;
DOI:10.1016/S0960-894X(00)00089-5