Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester
CAS No.:293744-34-0
Molecular Formula:C24H28N2O3
Molecular Weight:392.498
Hs Code.:
Mol file:293744-34-0.mol

Synonyms:1-benzyl-1'-(tert-butoxycarbonyl)-2,3-dihydrospiro[(2-oxo)indole-3,4'-piperidine];1-benzyl-5-tert-butoxycarbonyl-spiro[indoline-3,4'-piperidin]-2-one;1-benzyl-2,3-dihydro-1'-tert-butoxycarbonyl-spiro[indole-3,4'-piperidine]-2-one;

Suppliers and Price of Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 2 raw suppliers

Chemical Property of Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester

Chemical Property:

PSA：49.85000
LogP:4.50500

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester

There total 14 articles about Spiro[3H-indole-3,4'-piperidine]-1'-carboxylic acid, 1,2-dihydro-2-oxo-1-(phenylmethyl)-, 1,1-dimethylethyl ester 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: 79.7%

: 293744-31-7
tert-butyl 4-{[(benzyl)(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate

: 293744-34-0
tert-butyl 1-benzyl-1,2-dihydro-2-oxospiro[3H-indole-3,4'-piperidine]-1'-carboxylate

Guidance literature:: With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; [Pd(dibenzylideneacetone)2]; In 1,4-dioxane; at 100 - 110 ℃; for 4.5h;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1

Reference yield:

: 84358-13-4,174286-31-8
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid

: 293744-34-0
tert-butyl 1-benzyl-1,2-dihydro-2-oxospiro[3H-indole-3,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂; pyridine / CH₂Cl₂ / 0.42 h / 20 °C

2: 5.220 g / Et₃N; DMAP; pyridine / CH₂Cl₂ / 20 h / 20 °C

3: 79.7 percent / t-BuONa; rac-BINAP / [Pd(dba)2] / dioxane / 4.5 h / 100 - 110 °C

With pyridine; dmap; thionyl chloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium t-butanolate; [Pd(dibenzylideneacetone)2]; In 1,4-dioxane; dichloromethane; 1: Substitution / 2: Acylation / 3: Cyclization;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1

Reference yield:

: 293744-26-0
tert-butyl 4-{[(2-bromophenyl)amino]carbonyl}piperidine-1-carboxylate

: 293744-34-0
tert-butyl 1-benzyl-1,2-dihydro-2-oxospiro[3H-indole-3,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 79.7 percent / KF-Al₂O₃ / acetonitrile / 72 h / 20 °C

2: 79.7 percent / t-BuONa; rac-BINAP / [Pd(dba)2] / dioxane / 4.5 h / 100 - 110 °C

With potassium fluoride on basic alumina; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; [Pd(dibenzylideneacetone)2]; In 1,4-dioxane; acetonitrile; 1: benzylation / 2: Cyclization;
DOI:10.1002/1522-2675(20000607)83:6<1247::AID-HLCA1247>3.0.CO;2-1