(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

Base Information

Chemical Name:(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester
CAS No.:1051926-27-2
Molecular Formula:C₄₂H₄₄N₆O₆
Molecular Weight:728.848
Hs Code.:

(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

Synonyms:(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

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Chemical Property of (2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

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Technology Process of (2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

There total 5 articles about (2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl 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:

: 1051926-23-8
dimethyl (2S,2'S,3aR,3'aR,8aR,8'aR)-1,1'-bis(((benzyloxy)carbonyl)-L-phenylalanyl)-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indole]-2,2'-dicarboxylate

: 1051926-27-2
(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; water; for 4h; under 760.051 Torr;
DOI:10.1002/chem.200901056

Reference yield:

: 856865-61-7
N-(o-nitrobenzenesulfonyl)-L-tryptophan methyl ester

: 1051926-27-2
(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 0 °C / Inert atmosphere

1.2: 10 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate; thiophenol / acetonitrile / 20 h / 20 °C / Inert atmosphere

3.1: HATU; triethylamine / N,N-dimethyl-formamide / 14 h / 0 - 25 °C / Inert atmosphere

4.1: hydrogen; palladium(II) hydroxide / methanol / 0.5 h / 760.05 Torr

With hydrogen; palladium(II) hydroxide; potassium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; HATU; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol5032365

Reference yield:

: C₃₆H₃₂N₆O₁₂S₂

: 1051926-27-2
(2S,2'S,3aR,3a'R,8aR,8a'R)-1,1'-bis-((S)-2-amino-3-phenyl-propionyl)-2,3,8,8a,2',3',8',8a'-octahydro-1H,1'H-[3a,3a']-bi[pyrrolo[2,3-b]indolyl]-2,2'-dicarboxylic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; thiophenol / acetonitrile / 20 h / 20 °C / Inert atmosphere

2: HATU; triethylamine / N,N-dimethyl-formamide / 14 h / 0 - 25 °C / Inert atmosphere

3: hydrogen; palladium(II) hydroxide / methanol / 0.5 h / 760.05 Torr

With hydrogen; palladium(II) hydroxide; potassium carbonate; thiophenol; triethylamine; HATU; In methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol5032365