반응 #1867174

반응 방정식

2,3-Dideoxy-3-C-methyl-5-O-tert-butyldimethylsilyl-D-erythro-pentono-1,4-lactone

tetra-n-butylammonium fluoride

→

title compound

2,3-Dideoxy-3-C-methyl-D-erythro-pentono-1,4-lactone

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   기타The reaction mixture was evaporated
2. 2
   세척eluting initially with 15% acetone in hexane and subsequently with 25% acetone in hexane

실험 절차

2,3-Dideoxy-3-C-methyl-5-O-tert-butyldimethylsilyl-D-erythro-pentono-1,4-lactone (1.4 g, 6.13 mmol) was treated with tetra-n-butylammonium fluoride (8.7 mL of a 1.0M solution in tetrahydrofuran, 8.7 mmol) for 90 minutes at room temperature. The reaction mixture was evaporated, and the crude product subjected to flash silica gel chromatography eluting initially with 15% acetone in hexane and subsequently with 25% acetone in hexane. Pure title compound was obtained as an oil; yield 710 mg (89%); 1H NMR (400 MHz, CDCl3): δ1.16 (d, 3H), 2.21 (dd, 1H), 2.50 (m, 1H), 2.72 (dd, 1H).

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