3-Oxetanemethanol, 3-(1,1-dimethylethyl)- → 4-t-Butyl-1-(but-3-ynylthiomethyl)-2,6,7-trioxabicyclo[2.2.2]octane

HRID 129308Notes

Reaction equation

HRID 129308 reaction equation
[CH2:1]([S:5][CH2:6][C:7]([OH:9])=[O:8])[CH2:2][C:3]#[CH:4].[C:10]([C:14]1([CH2:18]O)[CH2:17][O:16][CH2:15]1)([CH3:13])([CH3:12])[CH3:11].C(C12COC(C(SCCC#C)C)(OC1)OC2)CCC>>[C:10]([C:14]12[CH2:15][O:16][C:7]([CH2:6][S:5][CH2:1][CH2:2][C:3]#[CH:4])([O:9][CH2:18]1)[O:8][CH2:17]2)([CH3:13])([CH3:12])[CH3:11]

Participants

4

Reactant 3

HCID 1807403-Oxetanemethanol, 3-(1,1-dimethylethyl)-HCID 193732562-(But-3-ynylthio)acetic acidHCID 193734254-Butyl-1-[1-(but-3-yn-1-ylthio)ethyl]-2,6,7-trioxabicyclo[2.2.2]octane

Product 1

HCID 193733124-t-Butyl-1-(but-3-ynylthiomethyl)-2,6,7-trioxabicyclo[2.2.2]octane

Procedure

4-t-Butyl-1-(but-3-ynylthiomethyl)-2,6,7-trioxabicyclo[2.2.2]octane was prepared from 2-(but-3-ynylthio)acetic acid and 3-t-butyl-3-hydroxymethyloxetane using the methodology described in Example I. A small amount of 4-butyl-1-[1-(but-3-yn-1-ylthio)ethyl]-2,6,7-trioxabicyclo[2.2.2]octane was also present.

Sources & evidence

ORD record
ord-443d3bef588f465f8aa5247d669fdbc6
Source dataset
uspto-grants-1995_11
Patent number
US05466710

Reaction notes

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