تفاعل #4355

معادلة التفاعل

vinyl magnesium bromide

Boc-leucinal

→

desired product

4-t-Butyloxycarbonylamino-3-hydroxy-6-methylhept-1-ene

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىthe mixture was quenched with 1.0M NH4Cl (50 ml)
2. 2
   أخرىMost of the THF was evaporated in vacuo
3. 3
   استخلاصthe residue was extracted with ether several times
4. 4
   غسيلThe combined extracts were washed (brine)
5. 5
   تجفيفdried (Na2SO4)
6. 6
   ترشيحfiltered
7. 7
   أخرىevaporated

الإجراء التجريبي

To a stirred 0° C. solution of Boc-leucinal (3.00 g, 13.9 mmol) in dry THF (70 ml) was added vinyl magnesium bromide (35 ml of a 1.0M solution in THF). After 5 hours, the mixture was quenched with 1.0M NH4Cl (50 ml). Most of the THF was evaporated in vacuo and the residue was extracted with ether several times. The combined extracts were washed (brine), dried (Na2SO4), filtered, and evaporated to give the desired product as a 3:2 mixture of hydroxydiastereomers in 65% field.

المصدر