(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester
CAS No.:187395-83-1
Molecular Formula:C₄₁H₄₇N₇O₈
Molecular Weight:765.866
Hs Code.:

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

Synonyms:(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

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Chemical Property of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

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Technology Process of (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

There total 8 articles about (S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-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:

: 24498-31-5
(S)-methyl 2-amino-6-(benzyloxycarbonylamino)hexanoate

: 187395-83-1
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 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: 93 percent / DCC, Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 100 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

5: 38 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5.5 h / 0 - 20 °C

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 sodium hydroxide; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072

Reference yield:

: 187395-77-3
(S)-6-Benzyloxycarbonylamino-2-[(R)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-2-methyl-propionylamino]-hexanoic acid methyl ester

: 187395-83-1
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / anisole / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 93 percent / DCC, Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 100 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

4: 38 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5.5 h / 0 - 20 °C

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 sodium hydroxide; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072

Reference yield:

: 1026922-59-7
(S)-2-[(R)-2-(2-Benzyloxycarbonyl-acetylamino)-3-(1H-indol-3-yl)-2-methyl-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester

: 187395-83-1
(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(3R,13S)-3-(1H-indol-3-ylmethyl)-3-methyl-2,5,7-trioxo-1,4,8-triaza-cyclotridecane-13-carbonyl]-amino}-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

2: 38 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5.5 h / 0 - 20 °C

3: 100 percent / 1 N aq. NaOH / methanol / Ambient temperature

4: 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; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm9603072