(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

Base Information

Chemical Name:(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester
CAS No.:1242273-06-8
Molecular Formula:C₂₅H₂₄F₂N₄O₂
Molecular Weight:450.488
Hs Code.:

Synonyms:(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

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Chemical Property of (7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

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Technology Process of (7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

There total 9 articles about (7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-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: 93.0%

: 1242273-05-7
(7R)-7-azido-4-fluoro-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

: 70090-68-5
1-fluoro-4-(prop-2-yn-1-yl)benzene

: 1242273-06-8
(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

Guidance literature:: With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In toluene; at 70 - 90 ℃; for 13.25h; regioselective reaction; Inert atmosphere;
DOI:10.1021/acs.oprd.1c00128

Reference yield:

: 6317-49-3
4-oxopimelate

: 1242273-06-8
(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / ethanol / 18 h / Inert atmosphere; Reflux

2.1: acetic acid / 123 - 145 °C / Inert atmosphere

3.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri tert-butylphosphoniumtetrafluoroborate; N-Methyldicyclohexylamine / 16 h / 100 °C / Inert atmosphere

4.1: potassium tert-butylate / tetrahydrofuran / 2 h / 66 °C / Inert atmosphere

4.2: 2.5 h / 60 °C / Inert atmosphere

5.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / toluene; N,N-dimethyl-formamide / 1.58 h / 100 °C / Inert atmosphere

6.1: CDX ketoreductase P₃H₂; NADP / aq. phosphate buffer; isopropyl alcohol / 20 h / 33 - 35 °C / pH 7.0 / Inert atmosphere; Enzymatic reaction

7.1: triethylamine; sodium azide / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere

8.1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / toluene / 13.25 h / 70 - 90 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium azide; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); N-Methyldicyclohexylamine; potassium tert-butylate; CDX ketoreductase P₃H₂; NADP; toluene-4-sulfonic acid; acetic acid; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; aq. phosphate buffer; ethanol; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/acs.oprd.1c00128

Reference yield:

: 1242272-99-6
[4-[3-(2-ethoxy-2-oxoethyl)-7-fluoro-1H-indol-2-yl]-2-oxobutyl]dimethyl-sulfoxonium

: 1242273-06-8
(7R)-4-fluoro-7-[5-[(4-fluorophenyl)methyl]-1H-1,2,3-triazol-1-yl]-6,7,8,9-tetrahydro-pyrido[1,2-a]indole-10-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: bis(1,5-cyclooctadiene)diiridium(I) dichloride / toluene; N,N-dimethyl-formamide / 1.58 h / 100 °C / Inert atmosphere

2: CDX ketoreductase P₃H₂; NADP / aq. phosphate buffer; isopropyl alcohol / 20 h / 33 - 35 °C / pH 7.0 / Inert atmosphere; Enzymatic reaction

3: triethylamine; sodium azide / N,N-dimethyl-formamide / 18 h / 70 °C / Inert atmosphere

4: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / toluene / 13.25 h / 70 - 90 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium azide; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); CDX ketoreductase P₃H₂; NADP; triethylamine; In aq. phosphate buffer; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/acs.oprd.1c00128