1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Base Information

Chemical Name:1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide
CAS No.:108859-64-9
Molecular Formula:C₃₇H₃₁N₅O₄
Molecular Weight:609.684
Hs Code.:

Synonyms:1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

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Chemical Property of 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

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Technology Process of 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

There total 12 articles about 1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide 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:

: 106014-83-9
2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol

: 108859-64-9
1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / H₂ / PtO₂

2: 90 percent / pyridine / 0 °C

3: dimethylformamide; ethanol

4: HNO₃ / nitromethane / 0 °C

5: H₂ / PtO₂

6: 1.) proton sponge, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

7: borane-dimethyl sulfide

8: Red-Al / tetrahydrofuran; toluene / 0.5 h / 85 °C

9: ethyl dimethylaminopropylcarbodiimide / dimethylformamide / 48 h / 25 °C

With Proton Sponge; dimethylsulfide borane complex; hydrogen; nitric acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; nitromethane; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)84921-7

Reference yield:

: 106014-84-0
2-<2-amino-4-(benzyloxy)phenyl>propane-1,3-diol

: 108859-64-9
1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / pyridine / 0 °C

2: dimethylformamide; ethanol

3: HNO₃ / nitromethane / 0 °C

4: H₂ / PtO₂

5: 1.) proton sponge, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

6: borane-dimethyl sulfide

7: Red-Al / tetrahydrofuran; toluene / 0.5 h / 85 °C

8: ethyl dimethylaminopropylcarbodiimide / dimethylformamide / 48 h / 25 °C

With Proton Sponge; dimethylsulfide borane complex; hydrogen; nitric acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; nitromethane; ethanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)84921-7

Reference yield:

: 112089-52-8
6-(benzyloxy)-2,3-dihydro-1-(methylsulfonyl)-5-nitro-1H-indole-3-methanol acetate

: 108859-64-9
1H-Indole-2-carboxylic acid [2-((S)-5-benzyloxy-1-hydroxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carbonyl)-1H-indol-5-yl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / PtO₂

2: 1.) proton sponge, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C

3: borane-dimethyl sulfide

4: Red-Al / tetrahydrofuran; toluene / 0.5 h / 85 °C

5: ethyl dimethylaminopropylcarbodiimide / dimethylformamide / 48 h / 25 °C

With Proton Sponge; dimethylsulfide borane complex; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)84921-7