((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

Base Information

• Chemical Name: ((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol
• CAS No.: 122330-65-8
• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.38
• Mol file: 122330-65-8.mol

Synonyms:((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

Chemical Property of ((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

There total 1 articles about ((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol 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:

((R)-5-Benzyloxy-3-methanesulfonyl-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol (108867-95-4) → ((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol (122330-65-8)

Guidance literature:

With sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; at 85 ℃; for 0.5h;

DOI:10.1021/ja00168a003

Reference yield:

((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol (122330-65-8) → (R)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo<1,2-b:4,3-b'>dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester (112764-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 90 h

2: pyridine / 6 h / Ambient temperature

3: lithium chloride / dimethylformamide / 0.42 h / 80 °C

With pyridine; triethylamine; lithium chloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja00168a003

Reference yield:

((R)-5-Benzyloxy-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol (122330-65-8) → (R)-5-Benzyloxy-1-methanesulfonyloxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carboxylic acid tert-butyl ester (110314-49-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 90 h

2: pyridine / 6 h / Ambient temperature

With pyridine; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja00168a003

upstream raw materials:

((R)-5-Benzyloxy-3-methanesulfonyl-8-methyl-1,2,3,6-tetrahydro-pyrrolo[3,2-e]indol-1-yl)-methanol

Downstream raw materials:

(R)-1,6-dihydro-1-(hydroxymethyl)-8-methyl-5-(phenylmethoxy)-benzo<1,2-b:4,3-b'>dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

C₂₁H₁₇N₃O₂

(R)-1-(chloromethyl)-1,6-dihydro-8-methyl-5-(phenylmethoxy)-benzo<1,2-b:4,3-b'>dipyrrole-3(2H)-carboxylic acid 1,1-dimethylethyl ester

(R)-5-Benzyloxy-1-methanesulfonyloxymethyl-8-methyl-1,6-dihydro-2H-pyrrolo[3,2-e]indole-3-carboxylic acid tert-butyl ester