3-Pyridinepropanol → 3-(3-Pyridyl)propoxy-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan

HRID 1683179Notes

Reaction equation

HRID 1683179 reaction equation
[CH3:1][C@@:2]12[C@H:11]3[CH2:12][C:13]([O:15][C@:10]3([CH3:16])[CH2:9][CH2:8][C@H:7]1[C:6]([CH3:18])([CH3:17])[CH2:5][CH2:4][CH2:3]2)=O.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][CH2:26][CH2:27][OH:28])[CH:20]=1.CC1N(CCCO)C2C=CN=CC=2N=1>>[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][CH2:26][CH2:27][O:28][CH:12]2[CH2:13][O:15][C:10]3([CH3:16])[CH2:9][CH2:8][CH:7]4[C:2]([CH3:1])([CH:11]23)[CH2:3][CH2:4][CH2:5][C:6]4([CH3:18])[CH3:17])[CH:20]=1

Participants

4

Reactant 3

HCID 178613-PyridinepropanolHCID 929262(3aR)-(+)-SclareolideHCID 190429293-(2-Methylimidazo[4,5-c]pyrid-1-yl)propanol

Product 1

HCID 867509333-(3-Pyridyl)propoxy-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furanYield 75%

Procedure

2-(3-(3-Pyridyl)propoxy-3a,6,6,9a-tetramethyldodecahydronaphtho[2,1-b]furan was prepared by the procedure of Example 2 employing (3aR)-(+)-sclareolide in lieu of undecanoic-gamma-lactone and 3-(3-pyridyl)propanol in lieu of 3-(2-methylimidazo [4,5 -c]pyrid-1-yl)propanol.

Sources & evidence

ORD record
ord-d4e22719cc9749d39bf226a12c76862c
Source dataset
uspto-grants-1997_06
Patent number
US05637595

Reaction notes

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