| Identification | Back Directory | [Name]
(R)-3-Methylmorpholine hydrochloride | [CAS]
953780-78-4 | [Synonyms]
(R)-3-MethylMorpholine HCl
(R)-3-Methylmorpholine hydrochloride
(3R)-3-Methylmorpholine hydrochloride
O-Benzyl-L-Threoninebenzyleser oxalate
(3R)-3-Methylmorpholine hydrochloride 98%
Morpholine, 3-methyl-, hydrochloride, (3R)-
(R)-3-Methylmorpholine Hydrochloride
Morpholine, 3-methyl-, hydrochloride (1:1), (3R)- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C5H12ClNO | [MDL Number]
MFCD18382515 | [MOL File]
953780-78-4.mol | [Molecular Weight]
138 |
| Chemical Properties | Back Directory | [Melting point ]
123.0 to 127.0 °C | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [color ]
White to Orange to Green |
| Hazard Information | Back Directory | [Uses]
(3R)-3-Methylmorpholine Hydrochloride is used in the discovery studies of novel 2-(alkylmorpholin-4-yl)-6-(3-fluoropyridin-4-yl)-pyrimidin-4(3H)-ones as orally active GSK-3β inhibitors for Alzheimer''s disease | [Synthesis]
General procedure for the synthesis of (R)-3-methylmorpholine hydrochloride from the compound (CAS: 954133-47-2): to a solution of (5R)-4-(4-methoxybenzyl)-5-methylmorpholine (17.8 g, 80.3 mmol) in 1,2-dichloroethane (180 mL) was added 1-chloroethyl chloroformate (46 g, 322 mmol). The reaction mixture was stirred at 80 °C for 6 hours. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure. The residue was dissolved in methanol (180 mL) and stirred at 80 °C for 1 hour. The solvent was again removed by evaporation under reduced pressure and the residue was washed with ethyl acetate and dried to give (3R)-3-methylmorpholine hydrochloride (8.2 g, 59.6 mmol, 74% yield) as white crystals. | [References]
[1] Patent: WO2007/119463, 2007, A1. Location in patent: Page/Page column 197; 198
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 5, p. 1086 - 1091 |
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