3-Hydroxybutyric Acid → (2S,5R)-2-hydroxy-5-methyl-delta-valerolactone

Reaction equation

[OH:1]C(C)CC(O)=O.O[C@H:9]([CH2:14][CH2:15][CH2:16]CCC)[CH2:10][C:11]([OH:13])=[O:12]>>[OH:1][C@H:10]1[CH2:9][CH2:14][C@@H:15]([CH3:16])[O:12][C:11]1=[O:13]

Participants

Reactant 2

HCID 4413-Hydroxybutyric Acid

HCID 10197914(r)-3-Hydroxynonanoic acid

Product 1

HCID 18646779(2S,5R)-2-hydroxy-5-methyl-delta-valerolactone

Procedure

When the above procedures were repeated in the same manner except that β-hydroxybutanoic acid synthesized in Referential Example 2 was used instead of (R)-β-hydroxynonanoic acid, (2S,5R)-2-hydroxy-5-methyl-δ-valerolactone was obtained.

Workup

customsynthesized in Referential Example 2

Sources & evidence

ORD record: ord-3831341fb92747f1ab60d9042c3a3662
Source dataset: uspto-grants-1992_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05164113

Reaction notes

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