1,2-Epoxyeicosane → 3-(2-Hydroxyeicosyloxy)-2-methoxypropyl tetrahydropyranyl ether

HRID 1906050Notes

Reaction equation

HRID 1906050 reaction equation
[O:1]1[CH:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:2]1.[O:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]1[O:28][CH2:29][CH:30]([CH2:33][OH:34])[O:31][CH3:32]>>[O:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH:23]1[O:28][CH2:29][CH:30]([O:31][CH3:32])[CH2:33][O:34][CH2:2][CH:3]([OH:1])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]

Participants

3

Reactant 2

HCID 892211,2-EpoxyeicosaneHCID 135630772-Methylglycerol tetrahydropyranyl ether

Product 1

HCID 202138273-(2-Hydroxyeicosyloxy)-2-methoxypropyl tetrahydropyranyl etherYield 58.7%

Procedure

The above epoxide (17) (4.75 g, 16 mmoles) was reacted with 6.1 g (32 mmoles) of 2-methylglycerol monotetrahydropyranyl ether in the same manner as Example 1-2 to give 4.57 g of the desired compound as a colorless wax.

Sources & evidence

ORD record
ord-88de6ce2256f447a9242dc7ac211e729
Source dataset
uspto-grants-1987_03
Patent number
US04649203

Reaction notes

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