cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

Base Information

Chemical Name:cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole
CAS No.:856968-24-6
Molecular Formula:C₂₀H₂₀N₂O₂
Molecular Weight:320.391
Hs Code.:

Synonyms:cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

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Chemical Property of cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

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Technology Process of cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

There total 3 articles about cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-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: 51.0%

: 122-78-1
phenylacetaldehyde

: 4299-70-1
L-tryptophan methyl ester

: 856968-24-6
cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 24h;
DOI:10.1016/j.bmc.2015.12.028

Reference yield: 24.0%

: 122-78-1
phenylacetaldehyde

: 7303-49-3
DL-tryptophan methyl ester

: 856968-24-6
cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

: 123003-68-9
N_b-(2-phenethyl)tryptophan methyl ester

Guidance literature:: With sodium cyanoborohydride; In methanol; 1.) 30 min, 2.) 18 h;
DOI:10.1021/jo00284a049

Reference yield:

: 73-22-3,27732-43-0,80206-30-0,27813-82-7
L-Tryptophan

: 856968-24-6
cis/trans-3-(methoxycarbonyl)-1-benzyl-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indole

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 3 h / 0 - 20 °C

2: trifluoroacetic acid / dichloromethane / 24 h / 0 - 20 °C

With thionyl chloride; trifluoroacetic acid; In dichloromethane; 2: |Pictet-Spengler Synthesis;
DOI:10.1016/j.bmc.2015.12.028