反応 #469418

反応方程式

2,2′-Anhydro-5-methyluridine

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product

収率 124.6%

2′-O-Methoxyethyl-5-methyluridine

収率 124.6%

溶媒

2-methoxyethanol

反応条件

後処理

1. 1
   その他placed in a pre-heated oil bath at 160° C
2. 2
   その他the solution evaporated to dryness
3. 3
   その他triturated with MeOH (200 mL)
4. 4
   ろ過The insoluble salts are filtered
5. 5
   洗浄washed with acetone (150 mL)
6. 6
   その他the filtrate evaporated
7. 7
   workup.DISSOLUTIONThe residue (280 g) is dissolved in CH3CN (600 mL)
8. 8
   その他evaporated
9. 9
   workup.ADDITIONcontaining 0.5% Et3NH
10. 10
    workup.DISSOLUTIONThe residue is dissolved in CH2Cl2 (250 mL)
11. 11
    洗浄The product is eluted with the packing solvent

実験手順

2,2′-Anhydro-5-methyluridine (195 g, 0.81 M), tris(2-methoxyethyl)boarate (231 g, 0.98 M) and 2-methoxyethanol (1.2 L) are added to a 2 L stainless steel pressure vessel and placed in a pre-heated oil bath at 160° C. After heating for 48 hours at 155-160° C., the vessel is opened and the solution evaporated to dryness and triturated with MeOH (200 mL). The residue is suspended in hot acetone (1 L). The insoluble salts are filtered, washed with acetone (150 mL) and the filtrate evaporated. The residue (280 g) is dissolved in CH3CN (600 mL) and evaporated. A silica gel column (3 kg) is packed in CH2Cl2/acetone/MeOH (20:5:3) containing 0.5% Et3NH. The residue is dissolved in CH2Cl2 (250 mL) and adsorbed onto silica (150 g) prior to loading onto the column. The product is eluted with the packing solvent to give 160 g (63%) of product.

出典