Sodium borohydride → 9-cis-Retinol

HRID 565174

Reaktionsgleichung

Reaktionsgleichung von HRID 565174
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:9])([CH3:8])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:22])=[CH:13]/[CH:14]([CH2:16]/[C:17](/[CH3:21])=[CH:18]\[CH2:19][OH:20])C.[BH4-].[Na+].CC1CCCC(C)(C)C=1/C=C/C(/C)=C\C=C\C(\C)=C\C=O>>[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][C:4]([CH3:8])([CH3:9])[C:3]=1/[CH:10]=[CH:11]/[C:12](/[CH3:22])=[CH:13]\[CH:14]=[CH:16]\[C:17](\[CH3:21])=[CH:18]\[CH2:19][OH:20]

Komponenten

4

Edukt 3

HCID 4311764Sodium borohydrideHCID 64360829-Cis-RetinalHCID 57390897(2Z,6E,8E)-3,5,7-trimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,6,8-trien-1-ol

Produkt 1

HCID 99478239-cis-Retinol

Versuchsvorschrift

All-trans-retinol was obtained as a gift from Dr. Christian Eckhoff of Hoffmann-LaRoche, Inc. (Nutley, N.J.), and 13-cis-retinol was purchased from Sigma. 9-cis-Retinol was synthesized by NaBH4 reduction of authentic 9-cis-retinaldehyde (Sigma) and subsequently purified by normal phase HPLC essentially as we have described for 11-cis-retinol synthesis and purification (25). All-trans-, 13-cis-, and 9-cis-retinaldehydes were purchased from Sigma.

Aufarbeitung

  1. customsubsequently purified by normal phase HPLC essentially as we
  2. customhave described for 11-cis-retinol synthesis and purification (25)

Quellen und Nachweise

ORD-Eintrag
ord-ed826899c4d74d8fa23655ea683ca7db
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06171837B2

Verknüpfte Notizen

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