Tert-butyl 3-hydroxyspiro[indan-1,4'-piperidine]-1'-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-hydroxyspiro[indan-1,4'-piperidine]-1'-carboxylate
• CAS No.: 185525-42-2
• Molecular Formula: C₁₈H₂₅NO₃
• Molecular Weight: 303.401
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20595483
• Mol file: 185525-42-2.mol

Synonyms:185525-42-2;TERT-BUTYL 3-HYDROXYSPIRO[INDAN-1,4'-PIPERIDINE]-1'-CARBOXYLATE;tert-Butyl 3-oxospiro[indan-1,4'-piperidine]-1'-carboxylate;tert-butyl 1-hydroxyspiro[1,2-dihydroindene-3,4'-piperidine]-1'-carboxylate;tert-Butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate;TERT-BUTYL 3-OXOSPIRO[INDAN-1,4/'-PIPERIDINE]-1/'-CARBOXYLATE;JQDUYDRMSSWISY-UHFFFAOYSA-N;SCHEMBL3752156;DTXSID20595483;1'-(tert-butoxycarbonyl)-1-hydroxy-spiro[indane-3,4'-piperidine];tert-butyl 1-hydroxyspiro[1,2-dihydroindene-3,4\'-piperidine]-1\'-carboxylate;tert-Butyl 3-hydroxy-2,3-dihydro-1'H-spiro[indene-1,4'-piperidine]-1'-carboxylate

Chemical Property of Tert-butyl 3-hydroxyspiro[indan-1,4'-piperidine]-1'-carboxylate

Chemical Property:

• PSA: 49.77000
• LogP: 3.33030
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 303.18344366
• Heavy Atom Count: 22
• Complexity: 421

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl3-oxospiro[indan-1,4'-piperidine]-1'-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2(CC1)CC(C3=CC=CC=C23)O
• Uses: tert-Butyl3-oxospiro[indan-1,4''-piperidine]-1''-carboxylate is a useful intermediate in the preparation of spiroindane growth hormone secretagogues.

Technology Process of Tert-butyl 3-hydroxyspiro[indan-1,4'-piperidine]-1'-carboxylate

There total 9 articles about Tert-butyl 3-hydroxyspiro[indan-1,4'-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:

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0) → tert-butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate (185525-42-2)

Guidance literature:

With sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide;

DOI:10.1016/S0960-894X(97)00075-9

Reference yield:

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0) → tert-butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate (185525-42-2) + tert-butyl 2-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate (189149-23-3)

Guidance literature:

With sodium hydroxide; borane; dihydrogen peroxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(97)00075-9

Reference yield:

C13H16BrN + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate (185525-42-2)

Guidance literature:

With water; sodium hydrogencarbonate; In dichloromethane; at 20 ℃; for 3h;

upstream raw materials:

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine>

di-tert-butyl dicarbonate

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

1-indene

Downstream raw materials:

2,3-dihydro-3-oxo-spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester