Acetic Anhydride → Thymidine, 3'-deoxy-3'-fluoro-, 5'-acetate

HRID 465303

반응식

HRID 465303 반응식
[CH3:1][C:2]([O:4][C:5]([CH3:7])=[O:6])=O.[F:8][C@@H:9]1[C@@H](CO)[O:12][C@@H:11]([N:16]2[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:10]1>N1C=CC=CC=1>[C:5]([O:4][CH2:2][C@H:1]1[O:12][C@@H:11]([N:16]2[CH:24]=[C:22]([CH3:23])[C:20](=[O:21])[NH:19][C:17]2=[O:18])[CH2:10][C@@H:9]1[F:8])(=[O:6])[CH3:7]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 330393'-Fluorothymidine

생성물 1

HCID 453016Thymidine, 3'-deoxy-3'-fluoro-, 5'-acetate

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

56 mMol acetanhydride is added at 0° C. to a solution of 50 mMol 3'-deoxy-3'-fluorothymidine in 50 ml pyridine. The reaction solution stands overnight at room temperature and is subsequently poured into ice water. The aqueous phase is decanted. The oily product is purified in a chromatographic column on silica gel with chloroform eluent. The fractions obtained from the product are isolated as a solid material which is recrystallized from ethanol. M.P.97°-98° C.

후처리

  1. customThe aqueous phase is decanted
  2. customThe oily product is purified in a chromatographic column on silica gel with chloroform eluent
  3. customThe fractions obtained from the product
  4. customare isolated as a solid material which
  5. customis recrystallized from ethanol

출처 및 근거

ORD 기록
ord-6552d41b562c4810be538d9a4db56c15
출처 데이터셋
uspto-grants-1992_10
특허 번호
US05153180

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