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| | ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone Basic information |
| Product Name: | ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone | | Synonyms: | D-xylo-Pentodialdo-5,2-furanose, 4,5-O-(1-Methylethylidene)-1-C-4-Morpholinyl-,(5S)-;((3aS,5R,6S,6aS)-6-hydroxy-2,2-diMethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(Morpholino)Methanone;(3aS,5R,6S,6aS)-[6-hydroxy-2,2-dimethyltetrahydrofuro[3,2-d][1,3]dioxol-5-yl]-(morpholino)methanone;LX-4211 int;(5S)-4,5-O-(1-Methylethylidene)-1-C-4-morpholinyl-D-xylo-pentodialdo-5,2-furanose;LX-4211 inermediate;EOS-61383;SOTA-005 | | CAS: | 1103738-19-7 | | MF: | C12H19NO6 | | MW: | 273.28 | | EINECS: | | | Product Categories: | | | Mol File: | 1103738-19-7.mol | ![((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone Structure](CAS/20150408/GIF/1103738-19-7.gif) |
| | ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone Chemical Properties |
| Boiling point | 479.3±45.0 °C(Predicted) | | density | 1.318±0.06 g/cm3(Predicted) | | pka | 12.78±0.60(Predicted) |
| | ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone Usage And Synthesis |
| Synthesis |
To a solution of (3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole-5-carboxylic acid (5.0 g, 24.5 mmol) in THF (100 ML, 20.x.) was added TBTU (11.8 g, 1.5 equiv), N-methylmorpholine (NMM, 4.1 mL, 1.5 equiv) and the mixture was stirred at 20° C. for 30 min. Morpholine (3.2 mL, 1.5 equiv) was added, and the reaction mixture was stirred at 20° C. for an additional 6h. The solid was filtered off by filtration, and the cake was washed with THF (10 mL, 2.x. .x.2). The organic solution was concentrated under a vacuum. The residue was purified by silica gel column chromatography (hexanes: EtOAc, from 1:4 to 4: 1) to afford 4.3 g of the desired morpholine amide (((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone) as a white solid.
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| | ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone Preparation Products And Raw materials |
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