| Identification | More | [Name]
(R)-(-)-1-Methyl-3-pyrrolidinol | [CAS]
104641-60-3 | [Synonyms]
(R)-(-)-1-METHYL-3-HYDROXYPYRROLIDINE
(R)-(-)-1-METHYL-3-PYRROLIDINOL
(R)-1-METHYL-3-PYRROLIDINOL
(R)-1-METHYLPYRROLIDIN-3-OL
(R)-3-HYDROXY-N-METHYLPYRROLIDINE
(R)-(−
(R)-(-)-Methyl-3-pyrrolidinol
(R)-3-HYDROXY-1-METHYL-PYRROLIDINE
(R)-(-)-1-Methyl-3-pyrrolidino
(R)-(-)-1-METHYL-3-HYDROXYPYRROLIDINE, 99%, EE 99% | [EINECS(EC#)]
626-120-9 | [Molecular Formula]
C5H11NO | [MDL Number]
MFCD03788747 | [Molecular Weight]
101.15 | [MOL File]
104641-60-3.mol |
| Chemical Properties | Back Directory | [alpha ]
-7 º (c=1%, chloroform) | [Boiling point ]
50-52 °C1 mm Hg(lit.)
| [density ]
0.921 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.4640(lit.)
| [Fp ]
159 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
14.95±0.20(Predicted) | [color ]
Colorless to yellow to brown | [Optical Rotation]
[α]20/D -7°, c = 1% in chloroform | [Sensitive ]
Air Sensitive & Hygroscopic | [BRN ]
4349393 | [InChIKey]
FLVFPAIGVBQGET-RXMQYKEDSA-N | [CAS DataBase Reference]
104641-60-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
NA 1993 / PGIII | [WGK Germany ]
3
| [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Brown liquid | [Uses]
(R)-1-Methyl-3-pyrrolidinol is a useful synthetic intermediate. It is used for asymmetric synthesis of constrained (-)-S-adenosyl-L-homocysteine (SAH) analogs as DNA methyltransferase inhibitors. | [Synthesis]
In a 100 mL round bottom flask, 2 g of (R)-3-hydroxypyrrolidine, 25 mL of tetrahydrofuran (THF), 0.49 g of paraformaldehyde, and 1.5 g of 90% formic acid were added sequentially. The reaction mixture was stirred under reflux conditions for 5 h (until all solids were completely dissolved), after which the reaction system was cooled to 0 °C and the pH was adjusted to about 10 by slow addition of 10 mL of 10 N sodium hydroxide solution. the organic phase was separated and dried over anhydrous magnesium sulfate. After filtration to remove the desiccant, the solvent (THF) was removed by distillation under reduced pressure to afford the oily product (R)-1-methyl-3-hydroxypyrrolidine (1.5 g, 92% yield). The product was characterized by 1H NMR (CDCl3, 300 MHz): δ 1.50-1.60 (m, 1H), 1.98-2.10 (m, 1H), 2.25 (s, 3H), 2.25-2.40 (m, 2H), 2.50-2.60 (m, 1H), 2.61-2.70 (m, 1H), 3.80 (brs, 1H), and 4.20-4.30 (m, 1H). | [References]
[1] Patent: US2007/123557, 2007, A1. Location in patent: Page/Page column 16
[2] Patent: WO2003/87094, 2003, A2. Location in patent: Page/Page column 34 |
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