2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Basic information
- Product Name:
- 2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
- Synonyms:
-
- AKOS 92835
- 2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
- 1-N-BOC-2-HYDROXYMETHYLPYRROLIDINE
- tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
- (±)-1-Boc-pyrrolidine-2-Methanol
- 1-Boc-(2-HydroxyMethyl)pyrrolidine
- N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol
- N-Boc-2-pyrrolidineMethanol
- CAS:
- 170491-63-1
- MF:
- C10H19NO3
- MW:
- 201.26
- Product Categories:
-
- pharmacetical
- Mol File:
- 170491-63-1.mol
2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties
- Melting point:
- 52-54℃
- Boiling point:
- 290℃
- Density
- 1.084
- Flash point:
- 129℃
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- soluble in Methanol
- form
- powder to crystal
- pka
- 14.77±0.10(Predicted)
- color
- White to Almost white
- InChIKey
- BFFLLBPMZCIGRM-UHFFFAOYSA-N
- CAS DataBase Reference
- 170491-63-1
2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Usage And Synthesis
Uses
N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol is used to prepare 1,3-thiazolidin-2-imines derivatives as inhibitors of nitric oxide synthase.
Synthesis
24424-99-5
498-63-5
170491-63-1
Step 1. Synthesis of tert-butyl 2-hydroxymethylpyrrolidine-1-carboxylate Pyrrolidine-2-methanol (0.300 g, 1.98 mmol) was dissolved in dichloromethane (5.0 mL) and di-tert-butyl dicarbonate (0.650 g, 1.98 mmol) was added. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the residue was purified by post-processing using Isco Combi-Flash Companion column chromatography (eluent: dichloromethane solution in 0-10% methanol) to afford tert-butyl 2-hydroxymethylpyrrolidine-1-carboxylate (0.590 g, 98% yield). 1H NMR (CDCl3, 300 MHz) δ 4.78 (br d, 1H), 4.05-3.90 (br, 1H), 3.67-3.53 (m, 2H), 3.49-3.41 (m, 1H), 3.34-3.26 (m, 1H), 2.00 (dddd, 1H), 1.85-1.72 (m, 2H). 1.60-1.50 (m, 1H), 1.46 (s, 9H).
References
[1] Patent: US2017/253569, 2017, A1. Location in patent: Paragraph 0994-0995
[2] Tetrahedron, 2005, vol. 61, # 10, p. 2631 - 2643
[3] Patent: US2016/168090, 2016, A1. Location in patent: Paragraph 0823-0824
[4] Patent: WO2011/22508, 2011, A2. Location in patent: Page/Page column 59; 60
[5] Patent: EP2202223, 2010, A1. Location in patent: Page/Page column 72-73
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