(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester
CAS No.:187395-76-2
Molecular Formula:C₄₂H₅₀N₆O₇
Molecular Weight:750.895
Hs Code.:

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Synonyms:(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

There total 7 articles about (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic 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:

: 17696-11-6
8-bromooctanoic acid

: 187395-76-2
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / H₂SO₄ / diethyl ether

2: 1.) LDA, HMPA, 2.) 10percent aq. citric acid / 1.) THF, -78 deg C, 2.) Et₂O, RT, 48 h

3: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

4: 100 percent / anisole / CH₂Cl₂ / 3 h / 0 - 20 °C

5: 29 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5 h / Ambient temperature

6: 100 percent / 1 N aq. NaOH / methanol / Ambient temperature

7: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sulfuric acid; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; N-ethyl-N,N-diisopropylamine; citric acid; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072

Reference yield:

: 77383-17-6
8-bromo-octanoic acid tert-butyl ester

: 187395-76-2
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA, HMPA, 2.) 10percent aq. citric acid / 1.) THF, -78 deg C, 2.) Et₂O, RT, 48 h

2: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

3: 100 percent / anisole / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 29 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5 h / Ambient temperature

5: 100 percent / 1 N aq. NaOH / methanol / Ambient temperature

6: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; N-ethyl-N,N-diisopropylamine; citric acid; lithium diisopropyl amide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072

Reference yield:

: 187395-70-6
2-Amino-decanedioic acid 10-tert-butyl ester 1-methyl ester

: 187395-76-2
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(R)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

2: 100 percent / anisole / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 29 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5 h / Ambient temperature

4: 100 percent / 1 N aq. NaOH / methanol / Ambient temperature

5: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With sodium hydroxide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072