Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate

Base Information

• Chemical Name: Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate
• CAS No.: 137419-24-0
• Molecular Formula: C18H23 N O2
• Molecular Weight: 285.386
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10394700
• Nikkaji Number: J1.136.669D
• Wikidata: Q82194250
• Mol file: 137419-24-0.mol

Synonyms:137419-24-0;Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate;MFCD03160565;1'-Boc-spiro[indene-1,4'-piperidine];1'-BOC-SPIRO(INDENE-1,4'-PIPERIDINE);SCHEMBL1577665;tert-Butylspiro[indene-1,4'-piperidine]-1'-carboxylate;DTXSID10394700;HRTHPQOIDCOMHE-UHFFFAOYSA-N;BCP26924;AKOS015841274;PB40454;SY026838;N-Boc spiro[1H-indene-1,4'-piperidine];AM20020449;CS-0038801;FT-0736710;F14358;5W-0327;1'-(t-Butyloxycarbonyl)spiro(indene-1,4'-piperidine);N-t-Butoxycarbonyl-spiro(1H-indene-1,4'-piperidine);t-butyl spiro(indene-1,4'-piperidine)-1'-carboxylate;1'-(tert-butyloxycarbonyl)spiro[indene-1,4'-piperidine];1'-(t-butyloxycarbonyl)spiro[1H-indene-1,4'-piperidine];1'-(tert-butyloxycarbonyl)spiro [indene-1,4'-piperidine];tert-Butyl spiro[indene-1,4\'-piperidine]-1\'-carboxylate;tert-Butyl1'H-spiro[indene-1,4'-piperidine]-1'-carboxylate;Spiro[piperidine-4,1'-[1H]indene]-1-carboxylic acid tert-butyl ester;1 inverted exclamation mark -Boc-spiro[indene-1,4 inverted exclamation mark -piperidine];Spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid, 1,1-dimethylethyl ester;Spiro[1H-indene-1,4'-piperidine]-1'-carboxylicacid, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate

Chemical Property:

• Boiling Point: 406.2oC at 760 mmHg
• PKA: -0.79±0.20(Predicted)
• Flash Point: 199.5oC
• PSA: 29.54000
• Density: 1.13g/cm3
• LogP: 3.92000
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 285.172878976
• Heavy Atom Count: 21
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

tert-Butylspiro[indene-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)C=CC3=CC=CC=C23

Technology Process of Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate

There total 6 articles about Tert-butyl Spiro[indene-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: 65.0%

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine (118753-70-1) + 1-indene (95-13-6) → 1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2011.10.125

Reference yield: 58.0%

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine (118753-70-1) + 1-indene (95-13-6) + lithium hexamethyldisilazane (4039-32-1) → 1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0)

Guidance literature:

In tetrahydrofuran;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / triethylamine / CH₂Cl₂

2: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 2 h

With triethylamine; lithium hexamethyldisilazane; In dichloromethane;

DOI:10.1021/jm00089a013

upstream raw materials:

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

1-indene

di-tert-butyl dicarbonate

lithium hexamethyldisilazane

Downstream raw materials:

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

tert-butyl 2-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

tert-butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate

tert-butyl 2-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate

Refernces

• 1、 -. "Novel heterocyclic derivative capable of being used as SHP2 inhibitor". Paragraph 0396-0399. . Retrieved 2019/08/30.
• 2、 -. "NOVEL COMPOUND OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF". Paragraph 0256; 0257. . Retrieved 2019/05/16.