(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

Base Information

Chemical Name:(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate
CAS No.:887146-43-2
Molecular Formula:C₂₂H₂₂Cl₂N₂O₂S
Molecular Weight:449.401
Hs Code.:

Synonyms:(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

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Chemical Property of (R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

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Technology Process of (R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

There total 35 articles about (R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate 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: 96.0%

: 1227479-84-6
2-(3,4-dichlorophenylsulfanyl)isoindole-1,3-dione

: 1227479-78-8
(R)-3-(4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl)hexanoic acid methyl ester

: 887146-43-2
(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

Guidance literature:: With magnesium bromide; In N,N-dimethyl acetamide; at 90 ℃; for 4h; Large scale reaction;
DOI:10.1021/op100008m

Reference yield: 50.0%

: 1227479-84-6
2-(3,4-dichlorophenylsulfanyl)isoindole-1,3-dione

: 1227479-78-8
(R)-3-(4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl)hexanoic acid methyl ester

: 887146-43-2
(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

: C₂₂H₂₂Cl₂N₂O₂S

Guidance literature:: In N,N-dimethyl acetamide; at 100 ℃;
DOI:10.1021/op100008m

Reference yield:

: 688357-19-9
4-chloro-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester

: 887146-42-1
C₂₂H₂₂Cl₂N₂O₂S

: 887146-43-2
(R)-methyl 3-[3-(3,4-dichlorophenylsulfanyl)-4-isopropyl-1H-pyrrolo[3,2-c]pyridin-2-yl]hexanoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium tert-butylate / tetrahydrofuran; toluene / 18 h / 100 °C

2.1: hydrogenchloride / water; isopropyl alcohol / 1 h / 100 °C

3.1: triphenyl-arsane / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / N,N-dimethyl-formamide / 18 h / 78 °C

4.1: sodium hydride / tetrahydrofuran / -78 - 20 °C

5.1: hydrogen / palladium dihydroxide / methanol / 3 h / 760.05 Torr

6.1: sulfuryl dichloride / dichloromethane / 1 h / 20 °C

6.2: 1.5 h / 0 °C

7.1: sodium hydroxide; water / tetrahydrofuran; methanol / 18 h / 20 °C

9.1: Resolution of racemate

With hydrogenchloride; sodium hydroxide; sulfuryl dichloride; triphenyl-arsane; potassium tert-butylate; water; hydrogen; sodium hydride; palladium dihydroxide; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;