Hydrogen Bromide → HCID 10246918, 화합물

HRID 2086519노트

반응식

HRID 2086519 반응식
C([Si](C)(C)[O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][Si](C(C)(C)C)(C)C)=[CH:9][C:8]=1[CH2:21][CH:22]=[C:23]([CH2:27][CH2:28][CH:29]=[C:30]([CH3:37])[CH2:31][CH2:32][CH:33]=[C:34]([CH3:36])[CH3:35])[C:24]([OH:26])=[O:25])(C)(C)C.[F-].[K+].Br.Cl>CN(C=O)C>[CH3:35][C:34]([CH3:36])=[CH:33][CH2:32][CH2:31]/[C:30](/[CH3:37])=[CH:29]/[CH2:28][CH2:27]/[C:23](/[C:24]([OH:26])=[O:25])=[CH:22]/[CH2:21][C:8]1[CH:9]=[C:10]([OH:13])[CH:11]=[CH:12][C:7]=1[OH:6]

참가 물질

6

반응물 4

HCID 260Hydrogen BromideHCID 313Hydrochloric AcidHCID 522689Potassium FluorideHCID 69890146HCID 69890146, 화합물

생성물 1

HCID 10246918HCID 10246918, 화합물수율 87%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To cleave off the tert.-butyidimethylsilyl groups, 0,10 g of [2′-(2,5-bis[(tert.-butyldimethylsilyl)oxy]phenyl)ethylidene]-6,10-dimethyl-5,9-undecadienic acid is dissolved in 10 ml of DMF together with 2 equivalents of anhydrous potassium fluoride and 0.2 equivalents of 48% aqueous HBr, followed by stirring at room temperature for 24 hours under an argon atmosphere. Then, 10 ml of 2.0 M aqueous HCl solution is added, and the reaction mixture is extracted three times with 15 ml each of ether. The combined organic phases are washed with 10 ml of saturated aqueous NaCl solution, dried over MgSO4 and concentrated under reduced pressure. Purification of the raw product is effected by column chromatography (mobile system heptane:ethyl acetate=1:1). The yield was 87% of ganomycin B.

후처리

  1. extractionthe reaction mixture is extracted three times with 15 ml each of ether
  2. washThe combined organic phases are washed with 10 ml of saturated aqueous NaCl solution
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customPurification of the raw product

출처 및 근거

ORD 기록
ord-8c99df55400d48bc8ece0a836375a9ae
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06726911B1

반응 노트

불러오는 중…