benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Base Information

Chemical Name:benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate
CAS No.:184289-84-7
Molecular Formula:C₂₁H₂₄N₂O₄S
Molecular Weight:400.499
Hs Code.:

Synonyms:benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Suppliers and Price of benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

There total 10 articles about benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate 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: 81.0%

: 124-63-0
methanesulfonyl chloride

: 167484-18-6
benzyl spiro[indoline-3,4’-piperidine]-1‘-carboxylate

: 184289-84-7
benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 498-94-2
isonipecotic acid

: 184289-84-7
benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / K₂CO₃ / H₂O / 58 h / 22 °C

2: (COCl)2 / toluene; dimethylformamide / 16 h / 18 °C

3: 94 percent / H₂, DIEA, thioanisole / Pd/C / toluene / 22 h / 20 °C / 2068.6 Torr

4: 99 percent / TFA / CH₂Cl₂ / 17 h / 35 °C

5: NaBH₄ / toluene / 0.5 h / -2 °C

6: DIEA / tetrahydrofuran / 2 h / 5 - 8 °C

With sodium tetrahydroborate; oxalyl dichloride; methyl-phenyl-thioether; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(97)00359-1

Reference yield:

: 10314-98-4
1-benzyloxycarbonylpiperidine-4-carboxylic acid

: 184289-84-7
benzyl 1-(methylsulfonyl)spiro[indoline-3,4’-piperidine]-1‘-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2 / toluene; dimethylformamide / 16 h / 18 °C

2: 94 percent / H₂, DIEA, thioanisole / Pd/C / toluene / 22 h / 20 °C / 2068.6 Torr

3: 99 percent / TFA / CH₂Cl₂ / 17 h / 35 °C

4: NaBH₄ / toluene / 0.5 h / -2 °C

5: DIEA / tetrahydrofuran / 2 h / 5 - 8 °C

With sodium tetrahydroborate; oxalyl dichloride; methyl-phenyl-thioether; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(97)00359-1