تفاعل #6156

معادلة التفاعل

(3S,4S,6R)-tetrahydro-3-hexyl-4-hydroxy-6-undecyl-2H-pyran-2-one

t-butyldimethylchlorosilane

ether

→

(3S,4S,6R)-tetrahydro-3-hexyl-4-[(t-butyldimethylsilyl)oxy]-6-undecyl-2H-pyran-2-one

المردود 63.5%

المذيبات

DMF

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixtures
2. 2
   غسيلwashed with 1N hydrochloric acid
3. 3
   أخرىThe organic phase was dried
4. 4
   ترشيحfiltered
5. 5
   أخرىevaporated
6. 6
   أخرىThe material obtained
7. 7
   أخرىwas chromatographed on silica gel

الإجراء التجريبي

M)d) 1.5 g of (3S,4S,6R)-tetrahydro-3-hexyl-4-hydroxy-6-undecyl-2H-pyran-2-one were dissolved in 8 ml of DMF. 0.85 g of t-butyldimethylchlorosilane in 4 ml of DMF were then added dropwise. The mixture was stirred for 48 hours. The reaction mixtures was poured in to 100 ml of ether and washed with 1N hydrochloric acid. The organic phase was dried, filtered and evaporated. The material obtained was chromatographed on silica gel. There was obtained 1.26 g of (3S,4S,6R)-tetrahydro-3-hexyl-4-[(t-butyldimethylsilyl)oxy]-6-undecyl-2H-pyran-2-one, MS: 411 (M+ -t-butyl).

المصدر