((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

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Chemical Name:((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester
CAS No.:246869-68-1
Molecular Formula:C₄₈H₅₂N₄O₅
Molecular Weight:764.965
Hs Code.:

Synonyms:((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

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Chemical Property of ((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

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Technology Process of ((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

There total 7 articles about ((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl 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: 83.0%

: 100-46-9
benzylamine

: 246869-67-0
(S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic acid

: 246869-68-1
((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 37089-77-3
3,3-diphenylpropanoyl chloride

: 246869-68-1
((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / aq. Na₂CO₃ / 12 h / 0 - 20 °C

2: 52 percent / N,N-diisopropylethylamine; bromotris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / 20 °C

3: 85 percent / aq. NaOH / tetrahydrofuran / 18 h / 20 °C

4: 83 percent / EDCI; HOBT / CH₂Cl₂ / 18 h / 20 °C

With sodium hydroxide; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Condensation / 3: Hydrolysis / 4: Condensation;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

: 246869-32-9
3-Phenyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 246869-68-1
((S)-5-Benzylcarbamoyl-5-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-pentyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / MeONa / methanol / 2 h / Heating

2: 75 percent / aq. HCl; AcOH / 3 h / Heating

3: 89 percent / aq. Na₂CO₃ / 12 h / 0 - 20 °C

4: 52 percent / N,N-diisopropylethylamine; bromotris(dimethylamino)phosphonium hexafluorophosphate / CH₂Cl₂ / 1 h / 20 °C

5: 85 percent / aq. NaOH / tetrahydrofuran / 18 h / 20 °C

6: 83 percent / EDCI; HOBT / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; sodium hydroxide; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; sodium methylate; sodium carbonate; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 1: Hydrolysis / 2: Hydrolysis / 3: Acylation / 4: Condensation / 5: Hydrolysis / 6: Condensation;
DOI:10.1016/S0040-4020(99)00561-X