2-Trans,6-trans,10-trans-geranylgeranyl diphosphate(3-) → Stemod-13(17)-ene

HRID 1172036Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1172036
O([CH2:10]/[CH:11]=[C:12](/[CH2:14][CH2:15]/[CH:16]=[C:17](\[CH3:29])/[CH2:18][CH2:19]/[CH:20]=[C:21](/[CH2:23][CH2:24][CH:25]=[C:26]([CH3:28])[CH3:27])\[CH3:22])\[CH3:13])P(OP([O-])([O-])=O)(=O)[O-].CC1[C@H]2C[C@]3(CC2)[C@@H](CC[C@H]2C(C)(C)CCC[C@@]23C)C=1>CCCCC>[CH3:22][C@@:21]12[C@:16]34[CH2:15][C@H:14]([CH2:29][C@@H:17]3[CH2:18][CH2:19][C@H:20]1[C:26]([CH3:28])([CH3:27])[CH2:25][CH2:24][CH2:23]2)[C:12](=[CH2:13])[CH2:11][CH2:10]4

Komponenten

4

Edukt 2

HCID 54971052-Trans,6-trans,10-trans-geranylgeranyl diphosphate(3-)HCID 15161496Stemar-13-ene

Produkt 1

HCID 24798689Stemod-13(17)-eneAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8003PentaneLösungsmittel

Versuchsvorschrift

Chemicals. The preparations of (E,E,E)-geranylgeranyl diphosphate (GGPP), and ent- and syn-copalyl diphosphate (CPP), and syn-stemarene have been previously described. (Mohan et al. 1996). Stemodene standards were derived from a 1.5:1 mixture (ca. 5 mg) of synthetic racemic exo- and endo-stemodenes, kindly provided by Jim White. (White et al. 1994). This was fractionated by flash chromatography on a silica gel column (1 cm×10 cm) using pentane and the later eluting fractions (enriched for the exo isomer) were pooled and concentrated under nitrogen to yield ˜2 mg exo-stemodene (˜85% purity by GC analysis). Unless otherwise noted, chemicals were purchased from Fisher Scientific (Loughborough, Leicestershire, UK) and molecular biology reagents from Invitrogen (Carlsbad, Calif., USA).

Aufarbeitung

  1. customkindly provided by Jim White
  2. washthe later eluting fractions (
  3. concentrationconcentrated under nitrogen

Quellen und Nachweise

ORD-Eintrag
ord-8176d06d5b934868a41922c3b6d98eb9
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07833748B1

Notizen zur Reaktion

Wird geladen…