1-Boc-3-hydroxymethylpyrrolidine Chemical Properties

Boiling point:

285-291℃

Density 

1.089

refractive index 

1.4680 to 1.4720

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

clear liquid

pka

14.93±0.10(Predicted)

color 

Colorless to Light orange to Yellow

InChI

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

InChIKey

HKIGXXRMJFUUKV-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(CO)C1

CAS DataBase Reference

114214-69-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,N,T

Risk Statements 

25-50

Safety Statements 

24/25-61-45

RIDADR 

2811

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

2933998090

1-Boc-3-hydroxymethylpyrrolidine Usage And Synthesis

Uses

1-Boc-3-hydroxymethylpyrrolidine is an intermediate of SR 9009 (S684255). SR 9009 is a synthetic REV-ERB agonist that regulates circadian behavior and metabolism; has potential use in the treatment of sleep disorders and metabolic diseases.

Synthesis

General procedure for the synthesis of 1-Boc-3-hydroxymethylpyrrolidine from 3-pyrrolidine methanol and di-tert-butyl dicarbonate: 900 g of 3-pyrrolidine methanol was dissolved in 4.5 L of dichloromethane, and 900 g of di-tert-butyl dicarbonate and 1.8 kg of triethylamine were added in slow batch. The reaction mixture was stirred at room temperature for about 5 hours. Upon completion of the reaction, the reaction was quenched by the addition of water. The product 1-Boc-3-hydroxymethylpyrrolidine was isolated and purified by conventional post-treatment methods in 95% yield.

References

[1] Patent: CN106588738, 2017, A. Location in patent: Paragraph 0035; 0037; 0040; 0045
[2] Synlett, 2017, vol. 28, # 4, p. 425 - 428
[3] Bioorganic and medicinal chemistry letters, 2002, vol. 12, # 13, p. 1785 - 1789
[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 21, p. 3235 - 3238
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 5, p. 1151 - 1175

1-Boc-3-hydroxymethylpyrrolidine(114214-69-6)Related Product Information

• N-Vinyl-2-pyrrolidone
• Tris(trimethylsilyl)phosphate
• Tris(hydroxymethyl)nitromethane
• Cyhalofop-butyl
• Pyrrolidine
• tert-Butanol
• RESMETHRIN
• Polyvinylpyrrolidone
• N-Methyl-2-pyrrolidone
• Butyl acetate
• tert-Butyl acetate
• Povidone iodine
• tert-Butyl peroxyacetate
• BUTYL OLEATE
• Buprofezin
• 1-Methylpyrrolidine
• Butyl acrylate
• tert-butyl 3-(cyanoMethyl)piperidine-1-carboxylate