2H-Pyrido[3,4-b]indole-2-carbodithioic acid, 1,3,4,9-tetrahydro-3-(hydroxymethyl)-, (4-aminophenyl)methyl ester, (S)-

Base Information

• Chemical Name: 2H-Pyrido[3,4-b]indole-2-carbodithioic acid, 1,3,4,9-tetrahydro-3-(hydroxymethyl)-, (4-aminophenyl)methyl ester, (S)-
• CAS No.: 105545-64-0
• Molecular Formula: C20H21N3OS2
• Molecular Weight: 383.538
• Mol file: 105545-64-0.mol

Synonyms:

Chemical Property of 2H-Pyrido[3,4-b]indole-2-carbodithioic acid, 1,3,4,9-tetrahydro-3-(hydroxymethyl)-, (4-aminophenyl)methyl ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyrido[3,4-b]indole-2-carbodithioic acid, 1,3,4,9-tetrahydro-3-(hydroxymethyl)-, (4-aminophenyl)methyl ester, (S)-

There total 4 articles about 2H-Pyrido[3,4-b]indole-2-carbodithioic acid, 1,3,4,9-tetrahydro-3-(hydroxymethyl)-, (4-aminophenyl)methyl ester, (S)- 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: 50.0%

4-(N-Formylamino)benzyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate → 4-Aminobenzyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate (105545-64-0)

Guidance literature:

With hydrogenchloride; In N-methyl-acetamide;

Reference yield:

methyl tryptophanate hydrochloride (5619-09-0,7524-52-9,14907-27-8,26988-71-6,41222-70-2,67557-19-1,109492-62-8) → 4-Aminobenzyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate (105545-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / methanol / Ambient temperature

2: 64 percent / NaBH₄ / ethanol; H₂O / 1.) room temp., 2 h; 2.) reflux, 3 h

3: 1.) Et₃N / 1.) MeOH, H₂O, room temp., 30 min

With sodium tetrahydroborate; triethylamine; In methanol; ethanol; water;

DOI:10.1248/cpb.35.3262

Reference yield:

dl-methyl-1,2,3,4-tetrahydro-9H-pyrido-<3,4-b>indole-3-carboxylate hydrochloride (42021-12-5) → 4-Aminobenzyl (3S)-3-hydroxymethyl-1,2,3,4-tetrahydro-β-carboline-2-carbodithioate (105545-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / NaBH₄ / ethanol; H₂O / 1.) room temp., 2 h; 2.) reflux, 3 h

2: 1.) Et₃N / 1.) MeOH, H₂O, room temp., 30 min

With sodium tetrahydroborate; triethylamine; In ethanol; water;

DOI:10.1248/cpb.35.3262

upstream raw materials:

carbon disulfide

(3RS)-1,2,3,4-tetrahydro-3-hydroxymethyl-β-carboline

methyl tryptophanate hydrochloride

dl-methyl-1,2,3,4-tetrahydro-9H-pyrido-<3,4-b>indole-3-carboxylate hydrochloride