(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

Base Information

Chemical Name:(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate
CAS No.:1120500-75-5
Molecular Formula:C₂₃H₂₅FN₂O₃
Molecular Weight:396.462
Hs Code.:

Synonyms:(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

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Chemical Property of (R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

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Technology Process of (R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

There total 3 articles about (R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate 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:

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

: 1120500-35-7
(R)-1-(4-fluorophenyl)-7-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

: 1120500-75-5
(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 23 ℃; for 2h; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol802887h

Reference yield:

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

: 1-(4-fluorophenyl)-7-methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

: tert-butyl (S)-1-(4-fluorophenyl)-7-methoxy-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

: 1120500-75-5
(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 2h; Overall yield = 75 percent; Overall yield = 30 mg;
DOI:10.1002/ejoc.202001501

Reference yield:

: 3610-36-4
2-(6-methoxy-1H-indol-3-yl)ethanamine

: tert-butyl (S)-1-(4-fluorophenyl)-7-methoxy-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate

: 1120500-75-5
(R)-tert-butyl 1-(4-fluorophenyl)-7-methoxy-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 4-methoxybenzoic acid; 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea / toluene / 72 h / 20 °C

2: sodium hydrogencarbonate / water; ethyl acetate / 2 h / 20 °C

With 1,3-bis(3,5-bis(trifluoro-ethyl)phenyl)thiourea; sodium hydrogencarbonate; 4-methoxybenzoic acid; In water; ethyl acetate; toluene; 1: |Pictet-Spengler Synthesis;
DOI:10.1002/ejoc.202001501