methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

Base Information

Chemical Name:methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide
CAS No.:1448039-18-6
Molecular Formula:C₂₃H₂₄FNO₆S₂
Molecular Weight:493.577
Hs Code.:

Synonyms:methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

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Chemical Property of methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

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Technology Process of methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

There total 5 articles about methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide 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: 82.0%

: 67-56-1
methanol

: 201230-82-2
carbon monoxide

: 1448039-05-1
5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] 1',1'-dioxide

: 1448039-18-6
methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

Guidance literature:: With trans-bis(triphenylphosphine)palladium dichloride; triethylamine; In dimethyl sulfoxide; at 100 ℃; for 22h; under 6443.14 - 9150.92 Torr; Inert atmosphere; Autoclave;

Reference yield:

: 1448038-91-2
5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]

: 1448039-18-6
methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / acetonitrile / 20 °C

2: triethylamine; trans-bis(triphenylphosphine)palladium dichloride / dimethyl sulfoxide / 22 h / 100 °C / 6443.14 - 9150.92 Torr / Inert atmosphere; Autoclave

With trans-bis(triphenylphosphine)palladium dichloride; urea hydrogen peroxide adduct; triethylamine; trifluoroacetic anhydride; In dimethyl sulfoxide; acetonitrile;

Reference yield:

: 50675-19-9
4-thianylcarbaldehyde

: 1448039-18-6
methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide

Guidance literature:: Multi-step reaction with 5 steps

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

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

2.2: 3 h / 5 - 20 °C

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

4.1: trifluoroacetic anhydride; urea hydrogen peroxide adduct / acetonitrile / 20 °C

5.1: triethylamine; trans-bis(triphenylphosphine)palladium dichloride / dimethyl sulfoxide / 22 h / 100 °C / 6443.14 - 9150.92 Torr / Inert atmosphere; Autoclave

With trans-bis(triphenylphosphine)palladium dichloride; boron trifluoride diethyl etherate; urea hydrogen peroxide adduct; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In tetrahydrofuran; chloroform; dimethyl sulfoxide; 1,2-dichloro-ethane; acetonitrile; 1.1: |Fischer Indole Synthesis;