(1R,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
• CAS No.: 1018815-60-5
• Molecular Formula: C₂₀H₁₈F₂N₂O₃
• Molecular Weight: 372.371

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

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

Chemical Property:

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

There total 2 articles about (1R,3R)-1-(4-difluoromethoxyphenyl)-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: 57.0%

4-difluoromethoxybenzaldehyde (73960-07-3) + (R)-(+)-tryptophan methyl ester hydrochloride (14907-27-8,5619-09-0,7524-52-9,26988-71-6,41222-70-2,67557-19-1,109492-62-8) → (1R,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (1018815-60-5) + (1S,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 72h; diastereoselective reaction; Molecular sieve;

DOI:10.1021/jm201422e

Reference yield: 57.0%

→ (1R,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (1018815-60-5)

Guidance literature:

Reference yield: 94.0%

(1R,3R)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (1018815-60-5) + chloroacetyl chloride (79-04-9) → (1R,3R)-(2-chloroacetyl)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (1018815-61-6)

Guidance literature:

With triethylamine; In chloroform; at -10 - 20 ℃;

DOI:10.1021/jm201422e

upstream raw materials:

4-difluoromethoxybenzaldehyde

(R)-(+)-tryptophan methyl ester hydrochloride

Downstream raw materials:

(1R,3R)-(2-chloroacetyl)-1-(4-difluoromethoxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

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