(R)-1-Boc-3-Hydroxypiperidine Chemical Properties

Melting point:

43-50 °C

Boiling point:

292.3±33.0 °C(Predicted)

Density 

1.107±0.06 g/cm3(Predicted)

Flash point:

104°C

storage temp. 

2-8°C

solubility 

soluble in Methanol

pka

14.74±0.20(Predicted)

form 

Low Melting Solid

color 

White to tan

optical activity

[α]/D 22±3°, c = 5 in methanol

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/t8-/m1/s1

InChIKey

UIJXHKXIOCDSEB-MRVPVSSYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC[C@@H](O)C1

CAS DataBase Reference

143900-43-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

36/37/38-41-37/38-25

Safety Statements 

26-36/37/39-45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

29333990

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3

(R)-1-Boc-3-Hydroxypiperidine Usage And Synthesis

Chemical Properties

White powder

Uses

(R)-1-Boc-3-hydroxypiperidine has been used as a reactant for the synthesis of piperidinyl and pyrrolidinyl butyrates. It has also been used for the synthesis of constrained (-)-S-adenosyl-L-homocysteine (SAH) analogs as DNA methyltransferase inhibitors.

Synthesis

A suspension of (3R)-piperidin-3-ol hydrochloride (3.17 g, 0.023 mol) in CH2Cl2 (40 mL) was treated with Na2CO3 (5.13 g, 0) dissolved in H2O (80 mL) 0.048 mol) and then treated with diiron dicarbonate/fluorobutyl ester (5.53 g, 0.025 mol) and additional CH2Cl3 (24 mL). The resulting mixture was stirred for 21 hours. The layers were separated and the aqueous phase was extracted with CH2Cl2 (3x50) mL) to extract the aqueous phase. The combined organic layers were dried with Na2SO4, filtered, and concentrated in vacuo. The residue was analyzed by column chromatography (9:1 CH2Cl2:MeOH) purification to give colorless oily (R)-1-Boc-3-hydroxypiperidine (5.07 g, quantitative). Mass spectrum (M+1): 202.0. 1H NMR (400 MHz, chloroform-D) ??ppm of 1.40-1.56 (M, 2h), 1.44 (s, 9h), 1.67-1.80 (M, 1H), 1.80-1.93 (M, 1 H), 2.95-3.22 (M, 2h), 3.47 (D, J=5.1 Hz, 1H), 3.51 (brs, 1H) and 3.64-3.78 (M, 2 H).

(R)-1-Boc-3-Hydroxypiperidine(143900-43-0)Related Product Information

• RESMETHRIN
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