1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
• CAS No.: 303744-29-8
• Molecular Formula: C₂₄H₂₁IN₂O₂S
• Molecular Weight: 528.413
• Mol file: 303744-29-8.mol

Synonyms:1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about 1-(2-iodo-phenyl)-2-thienylmethyl-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: 85.0%

2-iodobenzaldehyde (26260-02-6) + 3-(1H-indol-3-yl)-2-[(thiophen-2-ylmethyl)amino]-propionic acid methyl ester (303744-25-4) → 1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (303744-29-8)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 16h; Heating;

DOI:10.1016/S0040-4020(00)00628-1

Reference yield:

thiophene-2-carbaldehyde (98-03-3) → 1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (303744-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N; magnesium sulphate / CH₂Cl₂ / 16 h / 20 °C

2: 90 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 24 h / 20 °C

3: 85 percent / p-toluenesulphonic acid monohydrate / toluene / 16 h / Heating

With sodium tris(acetoxy)borohydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; 1,2-dichloro-ethane; toluene; 1: Condensation / 2: Reduction / 3: cyclocondensation;

DOI:10.1016/S0040-4020(00)00628-1

Reference yield:

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → 1-(2-iodo-phenyl)-2-thienylmethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (303744-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N; magnesium sulphate / CH₂Cl₂ / 16 h / 20 °C

2: 90 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 24 h / 20 °C

3: 85 percent / p-toluenesulphonic acid monohydrate / toluene / 16 h / Heating

With sodium tris(acetoxy)borohydride; magnesium sulfate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; 1,2-dichloro-ethane; toluene; 1: Condensation / 2: Reduction / 3: cyclocondensation;

DOI:10.1016/S0040-4020(00)00628-1

upstream raw materials:

2-iodobenzaldehyde

3-(1H-indol-3-yl)-2-[(thiophen-2-ylmethyl)amino]-propionic acid methyl ester

thiophene-2-carbaldehyde

(S)-tryptophan methyl ester hydrochloride