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

Base Information

• Chemical Name: Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate
• CAS No.: 159634-59-0
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.38000
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80595484
• Wikidata: Q72465914
• Mol file: 159634-59-0.mol

Synonyms:159634-59-0;tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate;1'-Boc-3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine];N-Boc-1-[4-spiro-piperidine]-3-indanone;tert-butyl 3-oxospiro[2H-indene-1,4'-piperidine]-1'-carboxylate;MFCD03701251;Spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid, 2,3-dihydro-3-oxo-, 1,1-dimethylethyl ester;2,3-Dihydro-3-oxo-spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid tert-butyl ester;SCHEMBL1221984;DTXSID80595484;OWYHAYAJHNQBGG-UHFFFAOYSA-N;BCP26558;AKOS015841263;SB33981;AS-74635;SY123071;DB-001084;AM20030073;CS-0038786;A15270;4-AMINO-2-METHYLTHIO-PYRIMIDINE-5-CARBALDEHYDE;1'-(tert-Butoxycarbonyl)-spiro[indane-3,4'-piperidine]-1-one;tert-Butyl 1-oxospiro[indane-3,4'-piperidine]-1'-carboxylate;tert-butyl3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate;tert-Butyl 3-oxo-2,3-dihydro-1'H-spiro[indene-1,4'-piperidine]-1'-carboxylate;TERT-BUTYL 3-OXO-2,3-DIHYDROSPIRO[INDENE-1,4-PIPERIDINE]-1-CARBOXYLATE;tert-Butyl 3-oxo-2,3-dihydrospiro[indene-1,4\'-piperidine]-1\'-carboxylate;1 inverted exclamation mark -Boc-3-oxo-2,3-dihydrospiro[indene-1,4 inverted exclamation mark -piperidine]

Chemical Property of Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

Chemical Property:

• Melting Point: 120-122 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 439.8oC at 760 mmHg
• PKA: -0.80±0.20(Predicted)
• Flash Point: 219.8oC
• PSA: 46.61000
• Density: 1.17
• LogP: 3.47960
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 301.16779360
• Heavy Atom Count: 22
• Complexity: 457

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate 99% ^*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(=O)C3=CC=CC=C23

Technology Process of Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate

There total 10 articles about Tert-butyl 3-oxo-2,3-dihydrospiro[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: 98.0%

tert-butyl 3-hydroxy-2,3-dihydrospiro[indene-1,4’-piperidine]-1‘-carboxylate (185525-42-2) → 2,3-dihydro-3-oxo-spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester (159634-59-0)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; at 80 ℃; for 12h;

Reference yield: 78.7%

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine> (137419-24-0) → 2,3-dihydro-3-oxo-spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester (159634-59-0)

Guidance literature:

1'-(tert-butyloxycarbonyl)spiro<1H-indene-1,4'-piperidine>; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

With pyridinium chlorochromate; In dichloromethane; at 0 ℃; Reflux;

Reference yield: 47.7%

N-Boc spiroindane (148835-99-8) → 2,3-dihydro-3-oxo-spiro[1H-indene-1,4'-piperidine]-1'-carboxylic acid 1,1-dimethylethyl ester (159634-59-0)

Guidance literature:

With potassium hydroxide; potassium permanganate; tetrabutylammomium bromide; water; In dichloromethane; at 35 ℃; for 96h;

upstream raw materials:

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

N-Boc spiroindane

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

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

Downstream raw materials:

1'-[(1,1-dimethylethoxy)carbonyl]-2,3-dihydrospiro[1H-indene-1,4'-piperidine]-3-acetic acid

spiro[indene-1,4'-piperidin]-3(2H)-one hydrochloride

Spiro(2-oxo-1,2,3,4-tetrahydroquinoline-4,4'-piperidine)

2,3-dihydro-1H-spiro[isoquinoline-4,4'-piperidin]-1-one

Refernces

• 1、 -. "Novel heterocyclic derivative capable of being used as SHP2 inhibitor". . . Retrieved 2019/08/30.
• 2、 Chen, Xiaoqi,Mihalic, Jeff,Fan, Pingchen,Liang, Lingming,Lindstrom, Michelle,Wong, Sylvia,Ye, Qiuping,Fu, Ying,Jaen, Juan,Chen, Jin-Long,Dai, Kang,Li, Leping. "Discovery and characterization of a potent and selective antagonist of melanin-concentrating hormone receptor 2". scheme or table. p. 363 - 366. Retrieved 2012/02/04.