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Pyridine → (rac)-1-O-dodecyl-2-O-methoxycarbonyl-3-O-trityl-glycerol

HRID 2412546
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반응식

HRID 2412546 반응식
[CH2:1]([O:13][CH2:14][CH:15]([CH2:17][O:18][C:19]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[OH:16])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].N1C=CC=CC=1.Cl[C:45]([O:47][CH3:48])=[O:46]>C(Cl)Cl>[CH2:1]([O:13][CH2:14][CH:15]([CH2:17][O:18][C:19]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[O:16][C:45]([O:47][CH3:48])=[O:46])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 159268043-Dodecyloxy-1-triphenylmethoxy-2-propanol

생성물 1

HCID 54191648(rac)-1-O-dodecyl-2-O-methoxycarbonyl-3-O-trityl-glycerol수율 97.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of (rac)-1-O-dodecyl-3-O-trityl-glycerol (16.0 g) and dry pyridine (7.54 g) in dry methylenechloride (200 ml) was added, dropwise over 20 minutes, a solution of methyl chloroformate (5.70 g) in dry methylene chloride (40 ml) at 5° C. After 3 hours, the solution was allowed to stand for 17 hours at ambient temperature, and then washed with aqueous hydrochloric acid and water, dried, and evaporated. The residue was purified by column chromatography on silica gel (240 g, elution by chloroform) to yield 17.33 g of (rac)-1-O-dodecyl-2-O-methoxycarbonyl-3-O-trityl-glycerol as a colorless oil.

후처리

  1. customat 5° C
  2. waitto stand for 17 hours at ambient temperature
  3. washwashed with aqueous hydrochloric acid and water
  4. customdried
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel (240 g, elution by chloroform)

출처 및 근거

ORD 기록
ord-984fb184651a46809beff58be8335684
출처 데이터셋
uspto-grants-1985_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04493832

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