تفاعل #4518

معادلة التفاعل

benzyloxycarbonyloxyimino-2-phenylacetonitrile

acetone

D-Lac-L-Ala-γ-D-Glu(α-OH)-(L)-mesoDAP-(L)-GlyOH

Boc-L-Ala-D-Glu(OH)OMe

triethylamine

ethyl acetate

acetone

→

D-Lac-L-Ala-γ-D-Glu(α-OH)-(L)-Z-(D)-mesoDAP-(L)-GlyOH

المردود 94.7%

stearoyl-L-Ala-D-Glu(OH)OBzl

المردود 94.7%

المذيبات

water

water

ظروف التفاعل

المعالجة

1. 1
   أخرىThe aqueous layer was separated
2. 2
   غسيلwashed with ethyl acetate (5 ml)
3. 3
   استخلاصextracted with ethyl acetate (20 ml)
4. 4
   غسيلThe extract was washed with water (5 ml×2)
5. 5
   تجفيفdried over magnesium sulfate
6. 6
   أخرىEvaporation of the solvent

الإجراء التجريبي

To a solution of D-Lac-L-Ala-γ-D-Glu(α-OH)-(L)-mesoDAP-(L)-GlyOH (1) (1.2 g) in water (5 ml) was added triethylamine (0.96 g) and a solution of benzyloxycarbonyloxyimino-2-phenylacetonitrile (0.69 g) in acetone (5 ml) at 0° C. with stirring and the mixture was stirring over night at room temperature. After evapolation of acetone to the residue was added water (5 ml) and ethyl acetate (5 ml). The aqueous layer was separated, washed with ethyl acetate (5 ml), acidified with 1N-hydrochloric acid, and extracted with ethyl acetate (20 ml). The extract was washed with water (5 ml×2) and dried over magnesium sulfate. Evaporation of the solvent gave 1.42 g (94.7%) of D-Lac-L-Ala-γ-D-Glu(α-OH)-(L)-Z-(D)-mesoDAP-(L)-GlyOH (2). ##STR551##

المصدر