1-Boc-3-pyrrolidinecarbaldehyde Chemical Properties

Boiling point:

276.3±33.0 °C(Predicted)

Density 

1.148±0.06 g/cm3(Predicted)

refractive index 

1.47

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

pka

-2.44±0.40(Predicted)

form 

Oil

color 

Colourless

InChI

InChI=1S/C10H17NO3/c1-10(2,3)14-9(13)11-5-4-8(6-11)7-12/h7-8H,4-6H2,1-3H3

InChIKey

DWLADVOODHZCFV-UHFFFAOYSA-N

SMILES

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

CAS DataBase Reference

59379-02-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-51-36-22

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2933998090

1-Boc-3-pyrrolidinecarbaldehyde Usage And Synthesis

Chemical Properties

Colorless to light yellow oil

Uses

1-Boc-pyrrolidine-3-carboxaldehyde is used in the preparation of tertiary amines as agonists of the nuclear hormone receptor Rev-erbα.

Synthesis

General procedure for the synthesis of 1-Boc-3-pyrrolidinecarboxaldehyde from 1-Boc-3-hydroxymethylpyrrolidine: 1 kg of N-Boc-pyrrolidine-3-methanol was dissolved in 5 liters of dimethylsulfoxide (DMSO), and 2.14 kg of manganese dioxide was slowly added at room temperature. The reaction mixture was stirred at room temperature for about 24 hours to ensure complete reaction. Upon completion of the reaction, insoluble solids were removed by filtration and the filtrate was concentrated by rotary evaporator to remove solvent. Ultimately, N-Boc-pyrrolidine-3-carbaldehyde (920 g) was purified by reduced pressure distillation in 93% yield.

References

[1] Patent: CN106588738, 2017, A. Location in patent: Paragraph 0036; 0041; 0042; 0046; 0047; 0048
[2] Patent: WO2005/49602, 2005, A1. Location in patent: Page/Page column 89; 90; 131
[3] Patent: WO2005/49605, 2005, A1. Location in patent: Page/Page column 117; 118; 159
[4] Synlett, 2017, vol. 28, # 4, p. 425 - 428
[5] Bioorganic and medicinal chemistry letters, 2002, vol. 12, # 13, p. 1785 - 1789

1-Boc-3-pyrrolidinecarbaldehyde(59379-02-1)Related Product Information

• BUTYL OLEATE
• Tris(trimethylsilyl)phosphate
• Pyrrolidine
• N-Methyl-2-pyrrolidone
• Polyvinylpyrrolidone
• Buprofezin
• tert-Butanol
• Methyl acrylate
• RESMETHRIN
• Dibutyl phthalate
• Povidone iodine
• Cyhalofop-butyl
• N-Vinyl-2-pyrrolidone
• tert-butyl 3-bromoazetidine-1-carboxylate
• 1-Boc-3-Cyanoazetidine
• N-Boc-3-Cyanopiperidine
• 4-N-Boc-2-cyanopiperidine
• METHYL-2-PYRROLIDONE