(1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
• CAS No.: 142292-54-4
• Molecular Formula: C₂₅H₂₈N₂O₄
• Molecular Weight: 420.508

Synonyms:(1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Chemical Property of (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

There total 19 articles about (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-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: 96.7%

diazomethane (186581-53-3,908094-01-9,334-88-3) + trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid (60702-96-7,91219-81-7,91219-82-8) → methyl trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate (4837-57-4,19171-89-2,47679-01-6,84129-60-2,91279-02-6,120056-44-2,141847-51-0,142292-54-4)

Guidance literature:

In methanol; dichloromethane; for 1h; Ambient temperature;

Reference yield: 95.0%

(1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (148022-32-6) + methyl iodide (74-88-4) → (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (142292-54-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1016/S0040-4039(00)01061-3

Reference yield: 92.5%

cis-(1S,3S)-(-)-2-benzyl-3-(methoxycarbonyl)-1-<(methoxycarbonyl)ethyl>-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole (185419-02-7) → (1R,3S)-2-Benzyl-1-(2-methoxycarbonyl-ethyl)-9-methyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (142292-54-4)

Guidance literature:

With zinc(II) chloride; In chloroform; for 720h; Ambient temperature;

DOI:10.1021/jo951170a

upstream raw materials:

diazomethane

trans-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

methyl cis-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

Downstream raw materials:

methyl 5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole-8-carboxylate

trans-2-benzyl-3-carboxy-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionic acid

methyl trans-2-benzyl-3-methoxycarbonyl-9-methyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole-1-propionate

(6S,10S)-(-)-5-methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

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