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

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Chemical Name:(S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic acid
CAS No.:246869-67-0
Molecular Formula:C₄₁H₄₅N₃O₆
Molecular Weight:675.825
Hs Code.:

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

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Chemical Property of (S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic acid

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Technology Process of (S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic acid

There total 6 articles about (S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic 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: 85.0%

: 246869-66-9
(S)-6-Benzyloxycarbonylamino-2-{[(2S,3R)-1-(3,3-diphenyl-propionyl)-3-phenyl-pyrrolidine-2-carbonyl]-methyl-amino}-hexanoic acid methyl ester

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

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/S0040-4020(99)00561-X

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With sodium hydroxide; bromo-tris-dimethylamino-phosphonium hexafluorophosphate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Condensation / 3: Hydrolysis;
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

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

Guidance literature:: Multi-step reaction with 5 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

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