Benzyltrimethylammonium hydroxide → Dideoxycytidine

HRID 1199481

반응식

HRID 1199481 반응식
C(OC(C)C(=O)[O:7][CH2:8][CH:9]1[O:13][CH:12]([N:14]2[CH:19]=[CH:18][C:17]([NH:20]C(=O)C)=[N:16][C:15]2=[O:24])[CH2:11][CH2:10]1)(=O)C.[OH-].C([N+](C)(C)C)C1C=CC=CC=1>C(O)C>[C@@H:12]1([N:14]2[CH:19]=[CH:18][C:17]([NH2:20])=[N:16][C:15]2=[O:24])[O:13][C@H:9]([CH2:8][OH:7])[CH2:10][CH2:11]1

참가 물질

4

반응물 2

HCID 66854Benzyltrimethylammonium hydroxideHCID 14750610HCID 14750610, 화합물

생성물 1

HCID 24066Dideoxycytidine수율 37.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 20.7 g of the product from Example 14 in 100 mL of ethanol was treated with 10.0 mL of Triton B (N-benzyltrimethyl-ammonium hydroxide), and the mixture was stirred at room temperature overnight. The mixture was concentrated to 20 ml, cooled to 0° C., and the product was collected by filtration. It was washed with 10 mL of cold ethanol to give 4.48 g of 2',3'-dideoxycytidine, mp 215°-218° C., as an off-white solid.

후처리

  1. concentrationThe mixture was concentrated to 20 ml
  2. temperaturecooled to 0° C.
  3. filtrationthe product was collected by filtration
  4. washIt was washed with 10 mL of cold ethanol

출처 및 근거

ORD 기록
ord-68e60bf4fc0a4c62a0cd4b8595b14630
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04900828

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