(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

Base Information

Chemical Name:(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate
CAS No.:1309597-57-6
Molecular Formula:C₄₀H₄₈N₂O₅Si
Molecular Weight:664.917
Hs Code.:

Synonyms:(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

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Chemical Property of (1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

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Technology Process of (1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

There total 4 articles about (1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate 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: 100.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1309597-50-9
(1S,3S)-3-methyloxycarbonyl-2,3,4,9-tetrahydro-2-(2-butynyl)-1-(tert-butyldiphenylsilyloxyethyl)-1H-pyrido[3,4-b]indole

: 1309597-57-6
(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

Guidance literature:: With dmap; In acetonitrile; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201100147

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 1309597-57-6
(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dichloromethane / 40 h / 0 °C / Inert atmosphere; Molecular sieve

1.2: -78 - 20 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 0 - 20 °C / Inert atmosphere

3.1: dmap / acetonitrile / 2 h / 20 °C / Inert atmosphere

With dmap; potassium carbonate; In methanol; dichloromethane; acetonitrile; 1.1: Pictet-Spengler cyclisation / 1.2: Pictet-Spengler cyclisation;
DOI:10.1002/ejoc.201100147

Reference yield:

: 1171123-83-3
(1S,3S)-3-methyloxycarbonyl-2,3,4,9-tetrahydro-1-(tert-butyldiphenylsilyloxyethyl)-1H-pyrido[3,4-b]indole

: 1309597-57-6
(1S,3S)-9-tert-butyl 3-methyl-2-(but-2-ynyl)-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-3,4-dihydro-1H-pyrido[3,4-b]indole-3,9(2H)-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 0 - 20 °C / Inert atmosphere

2: dmap / acetonitrile / 2 h / 20 °C / Inert atmosphere

With dmap; potassium carbonate; In methanol; acetonitrile;
DOI:10.1002/ejoc.201100147