| Identification | Back Directory | [Name]
2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER | [CAS]
170491-63-1 | [Synonyms]
AKOS 92835
Boc-DL-Pro-OL
N-Boc-Prolinol
Boc-DL-Prolinol
1-Boc-2-pyrrolidineMethanol
N-Boc-2-pyrrolidineMethanol
(±)-1-Boc-pyrrolidine-2-Methanol
1-N-Boc-pyrrolidin-2-yl-methanol
1-Boc-(2-HydroxyMethyl)pyrrolidine
1-N-BOC-2-HYDROXYMETHYLPYRROLIDINE
N-(tert-Butoxycarbonyl)-DL-prolinol
(^+)-1-Boc-pyrrolidine-2-methanol,98%
N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol
1-Boc-(2-HydroxyMethyl)pyrrolidine/Boc-DL-Pro-ol
(^+)-1-Boc-pyrrolidine-2-methanol, 98%
white powder
tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate
2-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
1-Pyrrolidinecarboxylicacid, 2-(hydroxymethyl)-, 1,1-dimethylethyl ester
(S)-2-(hydroxyMethyl)-1-pyrrolidinecarboxylic acid,1,1-diMethylethyl ester | [Molecular Formula]
C10H19NO3 | [MDL Number]
MFCD01456556 | [MOL File]
170491-63-1.mol | [Molecular Weight]
201.26 |
| Chemical Properties | Back Directory | [Melting point ]
52-54℃ | [Boiling point ]
290℃ | [density ]
1.084 | [Fp ]
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 |
| Hazard Information | Back Directory | [Uses]
N-(tert-Butoxycarbonyl)pyrrolidine-2-methanol is used to prepare 1,3-thiazolidin-2-imines derivatives as inhibitors of nitric oxide synthase. | [Synthesis]
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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