Methanesulfonic Acid → HCID 67607702, Verbindung

HRID 39400Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 39400
[Cl:1][CH2:2][C@@H:3]([OH:21])[CH2:4][C@@H:5]([OH:20])[CH2:6][C:7]([O:9][C:10]([CH3:19])([CH3:18])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8].CO[C:24](OC)([CH3:26])[CH3:25].CS(O)(=O)=O>CC(C)=O.C(OCC)(=O)C>[Cl:1][CH2:2][C@H:3]1[O:21][C:24]([CH3:26])([CH3:25])[O:20][C@@H:5]([CH2:6][C:7]([O:9][C:10]([CH3:18])([CH3:19])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:8])[CH2:4]1

Komponenten

6

Edukt 3

HCID 6395Methanesulfonic AcidHCID 64952,2-DimethoxypropaneHCID 67607452(3R,5S)-2-methyl-1-phenylpropan-2-yl 6-chloro-3,5-dihydroxy-hexanoate

Produkt 1

HCID 67607702HCID 67607702, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The crude compound (3R,5S)-2-methyl-1-phenylpropan-2-yl 6-chloro-3,5-dihydroxy-hexanoate (21.1 g) prepared in Example 3 was dissolved in acetone (210 ml), and 2,2-dimethoxypropane (65.6 ml) and methanesulfonic acid (0.2 ml) were added dropwise thereto, followed by stirring at room temperature for 2 hours. The reaction liquid was diluted with ethyl acetate (320 ml) and washed successively with a saturated sodium bicarbonate aqueous solution (320 ml), a saturated sodium chloride aqueous solution (320 ml) and purified water (320 ml). The separated organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to give the crude title compound (23.7 g).

Aufarbeitung

  1. customThe reaction liquid
  2. washwashed successively with a saturated sodium bicarbonate aqueous solution (320 ml)
  3. customa saturated sodium chloride aqueous solution (320 ml) and purified water (320 ml)
  4. dry with materialThe separated organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-75bf7b91bafb4ff98600ac0857b9c07d
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524914B2

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