1-Boc-4-methanesulfonyloxypiperidine Chemical Properties

Melting point:

193-195 °C

Boiling point:

407.2±34.0 °C(Predicted)

Density 

1.22±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

-3.02±0.40(Predicted)

color 

White to Almost white

InChI

InChI=1S/C11H21NO5S/c1-11(2,3)16-10(13)12-7-5-9(6-8-12)17-18(4,14)15/h9H,5-8H2,1-4H3

InChIKey

WOEQSXAIPTXOPY-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(OS(C)(=O)=O)CC1

CAS DataBase Reference

141699-59-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

25-20/21/22

Safety Statements 

45-24/25-23

RIDADR 

2811

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29333990

1-Boc-4-methanesulfonyloxypiperidine Usage And Synthesis

Chemical Properties

White powder

Uses

4-Methanesulfonyloxy-piperidine-1-carboxylic Acid tert-Butyl Ester is a useful research chemical used in the preparation of (aminoaryl)(benzyloxy)pyridines as potential antitumor agents.

Synthesis

N-Boc-4-hydroxypiperidine (10 g, 49.68 mmol, 1 eq.) and triethylamine (7.54 g, 74.50 mmol, 1.5 eq., 10.38 ml) were dissolved in anhydrous dichloromethane (200 ml) and cooled to 0-5 °C. Methylsulfonyl chloride (6.88 g, 60.12 mmol, 4.65 ml, 1.21 eq.) was added slowly and dropwise under stirring. The reaction mixture was stirred at 0-5 °C for 3 hours. After completion of the reaction, the mixture was diluted with dichloromethane (200 ml), transferred to a separatory funnel and washed sequentially with 2M aqueous sodium carbonate solution (200 ml) and saturated sodium chloride solution (200 ml). The organic layer was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give 14.51 g of tert-butyl 4-((methylsulfonyl)oxy)piperidine-1-carboxylate as a white solid (yield = 100%). The product was confirmed by 1H-NMR (400 MHz, DMSO-d6) and mass spectrometry (EI): δ 4.80 (m, 1H), 3.39 (m, 2H), 3.29 (m, 2H), 2.94 (s, 3H), 1.77 (m, 2H), 1.52 (m, 2H); MS (EI): 280 (MH+).

References

[1] Patent: WO2008/42282, 2008, A2. Location in patent: Page/Page column 174-175
[2] Patent: WO2010/138490, 2010, A1. Location in patent: Page/Page column 28
[3] Patent: WO2010/138487, 2010, A1. Location in patent: Page/Page column 122
[4] Patent: US2011/152243, 2011, A1. Location in patent: Page/Page column 96
[5] Journal of Medicinal Chemistry, 2011, vol. 54, # 12, p. 4092 - 4108

1-Boc-4-methanesulfonyloxypiperidine(141699-59-4)Related Product Information

• Cyhalofop-butyl
• tert-Butyl peroxybenzoate
• Tris(trimethylsilyl)phosphate
• DIETHOXYMETHANE
• tert-Butanol
• Butyl benzoate
• Haloperidol
• Trifluoromethanesulfonimide
• Butyl acetate
• tert-Butyl acetate
• 3,4,5-Trimethoxy benzoic acid
• tert-Butyl peroxyacetate
• Diisobutyl phthalate
• 4-Methoxybenzoic acid
• Buprofezin
• Isobutyl chloroformate
• Dimethoxymethane
• BUTYL OLEATE