(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Chemical Properties

Boiling point:

321 °C

Density 

1.151

Flash point:

148 °C

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

9.05±0.40(Predicted)

form 

solid

color 

Brown

Safety Information

HS Code 

2922498590

(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate Usage And Synthesis

Synthesis

(2R,4S)-1-tert-butyl 2-methyl-4-azido pyrrolidine-1,2-dicarboxylate (150 mg, 0.390 mmol) was used as a raw material, which was added to methanol (15 mL) together with Pd/C (150 mg, 0.390 mmol). The reaction system was replaced with hydrogen twice, followed by stirring the reaction for 15 h at room temperature. Upon completion of the reaction, the reaction mixture was concentrated to afford methyl (2R,4S)-1-Boc-4-amino-2-pyrrolidinecarboxylate as a gray oil (643 mg, 89% yield). The product was characterized by 1H NMR (600 MHz, CD3OD): δ 4.38-4.41 (m, 1H), 3.74-3.75 (m, 3H), 3.64-3.69 (m, 1H), 3.58-3.61 (m, 1H), 3.16-3.21 (m, 1H), 2.08-2.13 (m, 2H), 1.42- 1.48 (m, 9H); MS-ESI: m/z 145.20 [M+H-100]+.

References

[1] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00803
[2] Journal of Medicinal Chemistry, 2000, vol. 43, # 26, p. 4948 - 4963
[3] Tetrahedron, 1996, vol. 52, # 47, p. 15017 - 15030
[4] Journal of Organic Chemistry, 2018, vol. 83, # 8, p. 4491 - 4504

(2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate(254881-77-1)Related Product Information

• Acetonitrile
• 4-Dimethylaminobenzoic acid
• 4-Dimethylaminopyridine
• Betaine
• 4-Dimethylaminobenzaldehyde
• Basic Violet 1
• Glycine
• DIETHYL BIPHENYL-4,4'-DICARBOXYLATE
• Kresoxim-methyl
• Methanol
• ALTRENOGEST
• Methyl acrylate
• Methyl acetate
• Paraquat dichloride
• Methylparaben
• Methyl
• Methyl pyrrolidine-2-carboxylate hydrochloride
• BOC-D-PRO-OME