Trityl chloride → HCID 13633137, 화합물

HRID 1703948노트

반응식

HRID 1703948 반응식
[C:1]([O:4][C@@H:5]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:10]([O:16][C:17](=[O:19])[CH3:18])[C@@H:9]([CH2:20][O:21][C:22](=[O:24])[CH3:23])[O:8][C@H:6]1[SH:7])(=[O:3])[CH3:2].[C:25]1([C:31](Cl)([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>N1C=CC=CC=1>[C:1]([O:4][C@@H:5]1[C@@H:11]([O:12][C:13](=[O:15])[CH3:14])[C@H:10]([O:16][C:17](=[O:19])[CH3:18])[C@@H:9]([CH2:20][O:21][C:22](=[O:24])[CH3:23])[O:8][C@H:6]1[S:7][C:31]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)([C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 6456Trityl chlorideHCID 88293beta-D-Glucopyranose, 1-thio-, 2,3,4,6-tetraacetate

생성물 1

HCID 13633137HCID 13633137, 화합물수율 29.2%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A pyridine solution (100 ml) of 35 g (0.096 mole) of 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranose [Methods in Carbohydrate Chemistry, Vol. 2, 436 (1963)] and 28 g (0.10 mole) of triphenylmethyl chloride was stirred at room temperature for 12 hours. The solution was filtered and the pyridine removed at reduced pressure. The residue was dissolved in chloroform (350 ml), washed with water (5 × 100 ml) and the chloroform solution dried in magnesium sulfate. The solvent was removed at reduced pressure and the residue dissolved in methanol and cooled to give 17 g (29%) of crystalline 2,3,4,6-tetra-O-acetyl-1-S-trityl-1-thio-β-D-glucopyranose, m.p. 177°-179°; [α]D25 (1% methanol) = -37.8°.

후처리

  1. filtrationThe solution was filtered
  2. customthe pyridine removed at reduced pressure
  3. dissolutionThe residue was dissolved in chloroform (350 ml)
  4. washwashed with water (5 × 100 ml)
  5. dry with materialthe chloroform solution dried in magnesium sulfate
  6. customThe solvent was removed at reduced pressure
  7. dissolutionthe residue dissolved in methanol
  8. temperaturecooled

출처 및 근거

ORD 기록
ord-634413bee17542baa4e6a7c0f3a15ec9
출처 데이터셋
uspto-grants-1978_11
특허 번호
US04125710

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