تفاعل #48672

معادلة التفاعل

ethyl acetate

((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester

1,1-diphenylethylene

N-iodosuccinimide

→

desired compound

[(S)-2-benzyloxy-1-(2-iodo-1,1-diphenylethoxymethyl)-ethyl]-carbamic acid tert-butyl ester

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   غسيلwash with saturated aqueous sodium chloride
2. 2
   تجفيفDry (magnesium sulfate)
3. 3
   ترشيحfilter
4. 4
   تركيزconcentrate
5. 5
   أخرىPurify on silica gel
6. 6
   غسيلeluting with 0:100 to 30:70 ethyl acetate

الإجراء التجريبي

Dissolve ((R)-2-benzyloxy-1-hydroxymethylethyl)-carbamic acid tert-butyl ester (1.0 g, 3.55 mmol) and 1,1-diphenylethylene (0.534 g, 2.96 mmol) in acetonitrile (20 mL). Add N-iodosuccinimide (0.800 g, 3.55 mmol) and stir at room temperature 72 hours. Pour into ethyl acetate and wash with saturated aqueous sodium chloride. Dry (magnesium sulfate), filter and concentrate. Purify on silica gel, eluting with 0:100 to 30:70 ethyl acetate:hexanes to give the desired compound.

المصدر