2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester

Base Information

• Chemical Name: 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester
• CAS No.: 112548-08-0
• Molecular Formula: C₂₃H₂₄N₂O₄
• Molecular Weight: 392.455

Synonyms:2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester

Chemical Property of 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester

There total 1 articles about 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl 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: 99.5%

N-benzyl tryptamine (15741-79-4) + dimethyl acetylenedicarboxylate (762-42-5) → 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester (112548-08-0)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 0.166667h; Ambient temperature;

DOI:10.1021/jo00186a037

Reference yield: 95.0%

2-(2-methyl-1,3-dithiolan-2-yl)acetaldehyde (65726-46-7) + 2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester (112548-08-0) → (3aR,4S,5S,11bS)-3-Benzyl-4-(2-methyl-[1,3]dithiolan-2-yl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylic acid dimethyl ester (135574-07-1)

Guidance literature:

With hydrogen cation; In toluene; Heating;

DOI:10.1016/S0040-4039(00)74330-9

Reference yield: 76.0%

2-Benzyl-1-methoxycarbonylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester (112548-08-0) + Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) → (3aR,5S,11bS)-3-Benzyl-4-(3-oxo-propyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylic acid dimethyl ester (112547-99-6)

Guidance literature:

DOI:10.1016/S0040-4039(00)95342-5

upstream raw materials:

N-benzyl tryptamine

dimethyl acetylenedicarboxylate

Downstream raw materials:

(3aR,4S,5S,11bS)-3-Benzyl-4-(2-methyl-[1,3]dithiolan-2-yl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylic acid dimethyl ester

(Z)-2-(3-{2-[Benzyl-((E)-3-oxo-but-1-enyl)-amino]-ethyl}-1H-indol-2-yl)-but-2-enedioic acid dimethyl ester

(3aR,5S,11bS)-3-Benzyl-4-(3-oxo-propyl)-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-5,6-dicarboxylic acid dimethyl ester

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