(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

Base Information

Chemical Name:(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester
CAS No.:1001092-60-9
Molecular Formula:C₂₅H₂₅N₃O₃
Molecular Weight:415.492
Hs Code.:

Synonyms:(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

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Chemical Property of (1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

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Technology Process of (1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

There total 4 articles about (1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester 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: 75.0%

: 100-39-0
benzyl bromide

: 760988-24-7
(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-1H-pyrido-[3,4-b]indole-1-acetic acid ethyl ester

: 1001092-60-9
(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

Guidance literature:: With sodium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 25h;
DOI:10.1016/j.tet.2007.10.005

Reference yield:

: 956002-18-9
C₂₀H₁₉N₃O

: 623-47-2
propynoic acid ethyl ester

: 1001092-60-9
(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

: C₂₅H₂₅N₃O₃

Guidance literature:: C₂₀H₁₉N₃O; propynoic acid ethyl ester; In dichloromethane; Heating;

With trifluoroacetic acid; In dichloromethane; at -78 - 20 ℃; Further stages. Title compound not separated from byproducts.;
DOI:10.1016/j.tet.2007.07.070

Reference yield:

: 760988-21-4
(S)-[2-(1H-indol-3-yl)-1-(5-oxazolyl)ethyl]carbamic acid 1,1-dimethylethyl ester

: 1001092-60-9
(1S,3S)-2,3,4,9-tetrahydro-3-(5-oxazolyl)-2-(phenylmethyl)-1H-pyrido[3,4-b]indole-1-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / trifluoroacetic acid / CH₂Cl₂ / 4 h / 0 °C

2.1: methanol / 2 h / Heating

2.2: 82 percent / NaBH₄ / methanol / 3 h / 20 °C

3.1: CH₂Cl₂ / Heating

3.2: trifluoroacetic acid / CH₂Cl₂ / -78 - 20 °C

With trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1016/j.tet.2007.07.070