(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

Base Information

Chemical Name:(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide
CAS No.:1448039-59-5
Molecular Formula:C₂₉H₂₈ClFN₂O₃S₂
Molecular Weight:571.136
Hs Code.:

Synonyms:(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

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Chemical Property of (R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

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Technology Process of (R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

There total 5 articles about (R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 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:

: 1448039-58-4
N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

: 1448039-59-5
(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

: 1448039-60-8
(S)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

Guidance literature:: With chiralpak IC; In ethanol; hexane; at 20 ℃; Resolution of racemate;

Reference yield:

: 1072-72-6
Tetrahydrothiopyran-4-one

: 1448039-59-5
(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

: 1448039-60-8
(S)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.25 h / -50 - -20 °C

1.2: -40 - 20 °C

2.1: trifluoroacetic acid / chloroform / 18 h / 0 - 50 °C

3.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.08 h / 0 °C

3.2: 3 h / 5 - 20 °C

4.1: triethylamine / 1,2-dichloro-ethane / 42 h / 80 °C

5.1: sodium carbonate; tri tert-butylphosphoniumtetrafluoroborate; palladium diacetate / 1,4-dioxane / 18 h / 120 °C

6.1: chiralpak IC / ethanol; hexane / 20 °C / Resolution of racemate

With boron trifluoride diethyl etherate; palladium diacetate; sodium carbonate; triethylamine; trifluoroacetic acid; tri tert-butylphosphoniumtetrafluoroborate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; n-heptane; chloroform; ethylbenzene; 1,2-dichloro-ethane; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 2.1: |Fischer Indole Synthesis;

Reference yield:

: 1448038-82-1
5-bromo-2',3',5',6'-tetrahydrospiro[indole-3,4'-thiopyran]

: 1448039-59-5
(R)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

: 1448039-60-8
(S)-N-(2-chlorobenzyl)-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: boron trifluoride diethyl etherate / tetrahydrofuran / 0.08 h / 0 °C

1.2: 3 h / 5 - 20 °C

2.1: triethylamine / 1,2-dichloro-ethane / 42 h / 80 °C

3.1: sodium carbonate; tri tert-butylphosphoniumtetrafluoroborate; palladium diacetate / 1,4-dioxane / 18 h / 120 °C

4.1: chiralpak IC / ethanol; hexane / 20 °C / Resolution of racemate

With boron trifluoride diethyl etherate; palladium diacetate; sodium carbonate; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; 1,2-dichloro-ethane;