1-Boc-3-hydroxypiperidine Chemical Properties

Melting point:

65-67°C

Boiling point:

292.3±33.0 °C(Predicted)

Density 

1.107±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

powder to crystal

pka

14.74±0.20(Predicted)

color 

White to Almost white

BRN 

4180859

InChI

InChI=1S/C10H19NO3/c1-10(2,3)14-9(13)11-6-4-5-8(12)7-11/h8,12H,4-7H2,1-3H3

InChIKey

UIJXHKXIOCDSEB-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCCC(O)C1

CAS DataBase Reference

85275-45-2(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Boc-3-hydroxypiperidine Usage And Synthesis

Chemical Properties

White solid

Uses

It is a pharmaceutical intermediate.

Synthesis

1) At room temperature, 3-hydroxypiperidine (5.00 g) was dissolved in methanol (50 mL), to which a methanol (50 mL) solution of triethylamine (15.2 mL) and di-tert-butyl dicarbonate (11.9 g) were sequentially added. The reaction mixture was stirred for 15 hours. After completion of the reaction, the solvent was removed by evaporation under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate-chloroform) to afford tert-butyl 3-hydroxypiperidine-1-carboxylate as a white solid (9.86 g, 99% yield). The product was characterized by 1H-NMR (400 MHz, CDCl3) and EI-MS: 1H-NMR δ: 1.36-1.55 (2H, m), 1.45 (9H, s), 1.71-1.78 (1H, m), 1.88 (1H, m), 3.02-3.13 (2H, m), 3.52 (1H, m), 3.72-3.76 (2H, m); EI-MS m/z: 201 (M+).

References

[1] Journal of Medicinal Chemistry, 2006, vol. 49, # 11, p. 3159 - 3171
[2] Patent: EP1762568, 2007, A1. Location in patent: Page/Page column 49-50
[3] Patent: EP1785418, 2007, A1. Location in patent: Page/Page column 47
[4] Patent: EP1107965, 2004, B1. Location in patent: Page 13
[5] Tetrahedron, 2011, vol. 67, # 7, p. 1485 - 1500

1-Boc-3-hydroxypiperidine(85275-45-2)Related Product Information

• Butylparaben
• Butyl acetate
• Haloperidol
• 3-Hydroxypiperidine
• tert-Butyl peroxybenzoate
• 3-Hydroxybenzoic acid
• 3,5-Dihydroxybenzoic acid
• 2'-Hydroxy-3-phenylpropiophenone
• 2,3,4-Trihydroxybenzoic acid
• 2,2,6,6-Tetramethyl-4-piperidinol
• Diisobutyl phthalate
• CHLOROPHOSPHONAZO III
• Cyhalofop-butyl
• Diphenoxylate
• tert-Butanol
• Buprofezin
• 4-Hydroxybenzoic acid
• Butyl acrylate