Реакция #48672

Уравнение реакции

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

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Промывкаwash with saturated aqueous sodium chloride
2. 2
   СушкаDry (magnesium sulfate)
3. 3
   Фильтрацияfilter
4. 4
   Концентрированиеconcentrate
5. 5
   ДругоеPurify on silica gel
6. 6
   Промывкаeluting with 0:100 to 30:70 ethyl acetate

Методика

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.

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