(1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-ethanol → (1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-1-vinyl-3,8-dioxabicyclo[3.2.1]octane

HRID 2058138Notes

Reaction equation

HRID 2058138 reaction equation
[C:1]([CH:5]([CH3:21])[CH2:6][CH2:7][CH2:8][C:9]1([CH3:20])[CH:15]2[O:16][C:12]([CH2:17][CH2:18]O)([CH2:13][CH2:14]2)[CH2:11][O:10]1)([O:3][CH3:4])=[O:2].CS(OCCCC1(C)C2OC(CCO)(CC2)CO1)(=O)=O>>[C:1]([CH:5]([CH3:21])[CH2:6][CH2:7][CH2:8][C:9]1([CH3:20])[CH:15]2[O:16][C:12]([CH:17]=[CH2:18])([CH2:13][CH2:14]2)[CH2:11][O:10]1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 23349561(1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-ethanolHCID 23349568(1RS,4SR,5RS)-4-(3-methanesulfonyloxypropyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-ethanol

Product 1

HCID 23349569(1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-1-vinyl-3,8-dioxabicyclo[3.2.1]octane

Procedure

Following the procedure for the preparation of (1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-ethanol, but substituting (1RS,4SR,5RS)-4-(3-methanesulfonyloxypropyl)-4-methyl-1-vinyl-3,8-dioxabicyclo[3.2.1]octane for (1RS,4SR,5RS)-4-(3-methanesulfonyloxypropyl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-ethanol, (1RS,4SR,5RS)-4-(4-carbomethoxypentyl)-4-methyl-1-vinyl-3,8-dioxabicyclo[3.2.1]octane is obtained.

Sources & evidence

ORD record
ord-fdbcf8612f624ef19b455dd68082405c
Source dataset
uspto-grants-1980_07
Patent number
US04215048

Reaction notes

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