(2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester Chemical Properties

Boiling point:

282.5±33.0 °C(Predicted)

Density 

1.094±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

14.75±0.40(Predicted)

Appearance

White to off-white Solid

optical activity

53.7° (C=0.01 g/ml, MEOH)

(2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester Usage And Synthesis

Synthesis

Step 2: Compound IV-8 (2.52 g, 7.99 mmol) was dissolved in tetrahydrofuran (13 mL). A 1 mol/L solution of tetrabutylammonium fluoride (15.97 mL, 15.97 mmol) was slowly added to this solution under cooling in an ice bath and the reaction mixture was continuously stirred at the same temperature for 10 hours. Upon completion of the reaction, water was added to the mixture and subsequently extracted with ethyl acetate. The organic layers were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford the target compound IV-4 (1.6 g, 99.5% yield). The product was characterized by 1H-NMR (CDCl3) with chemical shifts δ: 4.42-4.39 (1H, m), 4.02-3.99 (1H, m), 3.49-3.46 (2H, m), 2.11-2.08 (1H, m), 1.76-1.73 (1H, br m), 1.57-1.53 (1H, m), 1.47 (9H , s), 1.24 (3H, t, J = 5.26 Hz).

References

[1] Patent: EP2752410, 2014, A1. Location in patent: Paragraph 0412-0413
[2] Patent: WO2009/26197, 2009, A1. Location in patent: Page/Page column 31
[3] ACS Medicinal Chemistry Letters, 2011, vol. 2, # 2, p. 142 - 147

(2S, 4S)-4-Hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester(477293-60-0)Related Product Information

• tert-butyl 9-chloro-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan- 2-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine-4-carb oxylate
• tert-butyl (1R,5S,6R)-6-(methylcarbamoyl)-3-azabicyclo[3.1. 0]hexane-3-carboxylate
• tert-butyl 2-(2,2,2-trichloroacetyl)-1H,4H,5H,6H,7H-pyrrolo[2, 3-c]pyridine-6-carboxylate
• 1-Pyrrolidinecarboxylic acid, 2-methyl-5-oxo-, 1,1-dimethylethyl ester, (2R)-
• TERT-BUTYL (2R,4S)-4-FLUORO-2-(HYDROXYMETHYL)PYRROLIDINE-1-CARBOXYLATE
• 2-ETHOXYCARBONYLMETHYL-3-OXO-PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• 2-AMINOMETHYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER HYDROCHLORIDE
• 1'-N-BOC-1,2-DIHYDRO-1'H-SPIRO[INDOLE-3,4'-PIPERIDINE]
• tert-butyl (2S)-2-(sulfanylmethyl)morpholine-4-carboxylate
• tert-butyl 2-(2,2-dimethylpropyl)piperazine-1-carboxylate
• OCLZOKUGIXLYJZ-HTQZYQBOSA-N
• Tetramethylammonium chloride