2-O-Acetyl-3-O-benzyl-1-O-(6',6'-dimethoxyhexyl)-sn-glycerol → 2-O-Acetyl-1-O-(6',6'-dimethoxyhexyl)-sn-glycerol

HRID 346093

Reaktionsgleichung

Reaktionsgleichung von HRID 346093
[C:1]([O:4][C@@H:5]([CH2:18][O:19]CC1C=CC=CC=1)[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([O:16][CH3:17])[O:14][CH3:15])(=[O:3])[CH3:2].[H][H]>C1COCC1.[Pd]>[C:1]([O:4][C@@H:5]([CH2:18][OH:19])[CH2:6][O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH:13]([O:14][CH3:15])[O:16][CH3:17])(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 186475932-O-Acetyl-3-O-benzyl-1-O-(6',6'-dimethoxyhexyl)-sn-glycerolHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 186475922-O-Acetyl-1-O-(6',6'-dimethoxyhexyl)-sn-glycerolAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-O-Acetyl-3-O-benzyl-1-O-(6',6'-dimethoxyhexyl)-sn-glycerol (369 mg, 1.0 mmol) was hydrogenated in THF (10 ml) over Palladium/carbon (14 mg, 10%) until the uptake of hydrogen ceased (approx. 2.5 hr.). The solution was filtered through celite, and the filtrate was evaporated to yield a colourless oil (278 mg, 100%) which was used immediately. 1H N.M.R.δ: 5.04,q,l,J 5.0 Hz,H2; 4.40,t,l,J 5.7 Hz, --CH(OMe)2 ; 3.84, d,2,J 5.0 Hz, H3; 3.65, d,2J 5.2 Hz, OCH2 --; 3.56-3.44 m 2 H1; 3.35 s 6 OCH3 ; 2.5,s(b),1,OH; 2.14,s,3, COCH3 ; 1.7-1.3,m,8, --CH2 --.

Aufarbeitung

  1. custom(approx. 2.5 hr.)
  2. filtrationThe solution was filtered through celite
  3. customthe filtrate was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d2c91384e2d34e2d8d11fd43da01c8c5
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05061626

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