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

Base Information

• Chemical Name: 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 1',1'-dioxide
• CAS No.: 1448039-26-6
• Molecular Formula: C₂₂H₂₂FNO₆S₂
• Molecular Weight: 479.55
• Mol file: 1448039-26-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 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: 77.0%

methyl 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylate 1',1'-dioxide (1448039-18-6) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 1',1'-dioxide (1448039-26-6)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] (1448038-91-2) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 1',1'-dioxide (1448039-26-6)

Guidance literature:

Multi-step reaction with 3 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

3: water; lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

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

Reference yield:

5-bromo-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran] 1',1'-dioxide (1448039-05-1) → 2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxylic acid 1',1'-dioxide (1448039-26-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: water; lithium hydroxide / tetrahydrofuran / 18 h / 20 °C

With trans-bis(triphenylphosphine)palladium dichloride; water; triethylamine; lithium hydroxide; In tetrahydrofuran; dimethyl sulfoxide;

upstream raw materials:

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

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

4-thianylcarbaldehyde

(tetrahydro-2H-thiopyran-4-yl)methanol

Downstream raw materials:

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

N-[(3-chloro-5-fluoropyridin-2-yl)methyl]-2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide

2-cyclopropyl-1-[(4-fluorophenyl)sulfonyl]-N-{[(5-trifluoromethyl)pyridin-2-yl]methyl}-1,2,2',3',5',6'-hexahydrospiro[indole-3,4'-thiopyran]-5-carboxamide 1',1'-dioxide