Methanesulfonyl chloride → HCID 22803855, 화합물

HRID 839579노트

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HRID 839579 반응식
[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][OH:31])[C@@H:26]([OH:27])[C@H:24]([OH:25])[C@H:22]1[OH:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>N1C=CC=CC=1>[C:1]([S:20][C@@H:21]1[O:29][C@H:28]([CH2:30][O:31][S:33]([CH3:32])(=[O:35])=[O:34])[C@@H:26]([O:27][S:33]([CH3:32])(=[O:35])=[O:34])[C@H:24]([O:25][S:33]([CH3:32])(=[O:35])=[O:34])[C@H:22]1[O:23][S:33]([CH3:32])(=[O:35])=[O:34])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 31297Methanesulfonyl chlorideHCID 54344857HCID 54344857, 화합물

생성물 1

HCID 22803855HCID 22803855, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

S-Trityl-1-thio-β-D-glucopyranose (3.6 g.) was dissolved in 50 ml. dry pyridine, cooled to 0° while 5 ml. (7.5 g.) of methylsulfonyl chloride was added. The solution was placed in the refrigerator for 22 hours until thin layer chromatography showed only traces of starting material or partially reacted products remaining. The solvent was removed at reduced pressure. The oily residue was dissolved in chloroform (200 ml.) and was washed with dilute hydrochloric acid and brine. Evaporating the dried organic extract yielded a product which was chromatographed over a silica dry-column using 20% ethyl acetate-80% chloroform eluant. Pure S-trityl-2,3,4,6-tetra-O-methylsulfonyl-1-thio-β-D-glucopyranose was obtained from ether.

후처리

  1. customThe solvent was removed at reduced pressure
  2. dissolutionThe oily residue was dissolved in chloroform (200 ml.)
  3. washwas washed with dilute hydrochloric acid and brine
  4. customEvaporating the dried
  5. extractionorganic extract
  6. customyielded a product which
  7. customwas chromatographed over a silica dry-column

출처 및 근거

ORD 기록
ord-ec2e9a4c661b4a40a9c8db8384cfebd9
출처 데이터셋
uspto-grants-1978_06
특허 번호
US04096250

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