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156185-63-6

156185-63-6 Structure

156185-63-6 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE
[CAS]

156185-63-6
[Synonyms]

Boc-4-piperidinepropanol
N-BOC-4-(3'-propanol)-piperidine
3-(1-Boc-4-piperidyl)-1-propanol
3-(N-Boc-piperidin-4-yl)propanol
1-N-BOC-4-(3'-PROPANOL)-PIPERIDINE
N-Boc-4-(3-Hydroxypropyl)piperidine
4-(3-Hydroxypropyl)piperidine, N-BOC protected
3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanol
4-(3-Hydroxyprop-1-yl)piperidine, N-BOC protected
4-(3-HYDROXY-PROPYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
tert-Butyl 4-(3-hydroxypropyl)tetrahydropyridine-1(2H)-carboxylate
TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE
Tert-butyl 4-(3-hydroxypropyl)tetrahydro-1(2H)-pyridinecarboxylate ,97%
1-Piperidinecarboxylic acid, 4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester
tert-Butyl 4-(3-hydroxyprop-1-yl)piperidine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(3-hydroxyprop-1-yl)piperidine
[Molecular Formula]

C13H25NO3
[MDL Number]

MFCD02677712
[MOL File]

156185-63-6.mol
[Molecular Weight]

243.34
Chemical PropertiesBack Directory
[Boiling point ]

339.8±15.0 °C(Predicted)
[density ]

1.029
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Low-Melting Solid
[pka]

15.16±0.10(Predicted)
[color ]

White to Off-White
[InChI]

InChI=1S/C13H25NO3/c1-13(2,3)17-12(16)14-8-6-11(7-9-14)5-4-10-15/h11,15H,4-10H2,1-3H3
[InChIKey]

OXPWHPCCUXESFQ-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC(CCCO)CC1
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36/37/39
[Hazard Note ]

Irritant
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

tert-Butyl 4-(3-Hydroxypropyl)piperidine-1-carboxylate is a reagent in the preparation of 1-alkyloxy-2-methoxy-4-nitrobenzene fragments: potent human glutaminyl cyclase inhibitors.
[Synthesis]

piperidine-4-propanol

7037-49-2

Di-tert-butyl dicarbonate

24424-99-5

TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE

156185-63-6

The general procedure for the synthesis of N-BOC-4-(3'-hydroxypropyl)-piperidine from 3-(4-piperidinyl)-1-propanol and di-tert-butyl dicarbonate was as follows: 1. Di-tert-butyl dicarbonate (3.66 g, 16.8 mmol) was slowly added to a stirring solution of anhydrous dichloromethane (20 mL) of 3-(4-piperidinyl)-1-propanol (1.60 g, 11.2 mmol) under nitrogen protection and the reaction was carried out at ambient temperature. 2. The resulting reaction mixture was stirred continuously for 2 hours. 3. Upon completion of the reaction, the mixture was purified directly by silica gel column chromatography with the eluent being methanol in dichloromethane (0-3% gradient). 4. The target fraction was collected to afford N-BOC-4-(3'-hydroxypropyl)-piperidine as a clear oil (2.40 g, 88% yield).

[References]

[1] Organic Letters, 2002, vol. 4, # 4, p. 549 - 552
[2] Patent: US2008/306082, 2008, A1. Location in patent: Page/Page column 5-6
[3] Patent: US6235731, 2001, B1
[4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 5, p. 783 - 794
[5] Tetrahedron, 1999, vol. 55, # 39, p. 11619 - 11639
Spectrum DetailBack Directory
[Spectrum Detail]

TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE(156185-63-6)1HNMR
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