Identification | Back Directory | [Name]
D-xylo-Pentodialdo-5,2-furanose, 4,5-O-(1-Methylethylidene)-1-C-4-Morpholinyl-,(5S)- | [CAS]
1103738-19-7 | [Synonyms]
SOTA-005 EOS-61383 LX-4211 int 6aS)-6-hydroxy-2 LX-4211 inermediate LX-4211 intermediate 2-dimethyltetrahydrofuro[2 3]dioxol-5-yl)(morpholino)methanone (5S)-4,5-O-(1-Methylethylidene)-1-C-4-morpholinyl-D-xylo-pentodialdo-5,2-furanose 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,5S,6R,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 [(3aS,5R,6S,6aS)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-morpholin-4-ylmethanone | [Molecular Formula]
C12H19NO6 | [MDL Number]
MFCD25977365 | [MOL File]
1103738-19-7.mol | [Molecular Weight]
273.28 |
Hazard Information | Back Directory | [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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