(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Base Information

Chemical Name:(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
CAS No.:1040446-38-5
Molecular Formula:C₂₄H₂₁BrN₂
Molecular Weight:417.348
Hs Code.:

Synonyms:(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

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Chemical Property of (S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

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Technology Process of (S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

There total 8 articles about (S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 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: 90.0%

: 15741-79-4
N-benzyl tryptamine

: 1122-91-4
4-bromo-benzaldehyde

: 1040446-38-5
(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Guidance literature:: N-benzyl tryptamine; With (S)-6,6'-di(naphthalen-1-yl)-1,1'-spirobiindane-7,7'-diyl phosphate; In benzene; at 20 ℃; for 0.0833333h; Molecular sieve; Inert atmosphere;

4-bromo-benzaldehyde; In benzene; at 30 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201103207

Reference yield: 82.0%

: 15741-79-4
N-benzyl tryptamine

: 1122-91-4
4-bromo-benzaldehyde

: 1040446-38-5
(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

: (R)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Guidance literature:: With 4 A molecular sieve; In toluene; at 70 ℃; for 24h;
DOI:10.1021/jo8010478

Reference yield:

: 16979-93-4
N-benzylidene-2-(1H-indol-3-yl)ethylamine

: 1040446-38-5
(S)-2-benzyl-1-(4-bromophenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate / methanol / 0 - 20 °C / Inert atmosphere

2.1: (S)-6,6'-di(naphthalen-1-yl)-1,1'-spirobiindane-7,7'-diyl phosphate / benzene / 0.08 h / 20 °C / Molecular sieve; Inert atmosphere

2.2: 24 h / 30 °C / Inert atmosphere

With sodium tetrahydroborate; (S)-6,6'-di(naphthalen-1-yl)-1,1'-spirobiindane-7,7'-diyl phosphate; In methanol; benzene; 2.1: Pictet-Spengler reaction / 2.2: Pictet-Spengler reaction;
DOI:10.1002/chem.201103207