Sodium Hydroxide → (S)-4-Hydroxy-6-isopropyl-6-(2-thiophen-3-yl-ethyl)-5,6-dihydro-pyran-2-one

HRID 23456Notes

Reaction equation

HRID 23456 reaction equation
C([O:3][C:4](=[O:21])[C@@H:5](O)[C:6](=[O:19])[CH2:7][CH:8]([CH2:12][CH2:13][C:14]1[CH:18]=[CH:17][S:16][CH:15]=1)[CH:9]([CH3:11])[CH3:10])C.[OH-].[Na+]>C1COCC1>[OH:19][C:6]1[CH2:7][C@:8]([CH:9]([CH3:11])[CH3:10])([CH2:12][CH2:13][C:14]2[CH:18]=[CH:17][S:16][CH:15]=2)[O:3][C:4](=[O:21])[CH:5]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54217641(S)-hydroxy-6-methyl-3-oxo-5-(2-thiophen-3-yl-ethyl)-heptanoic acid ethyl ester

Product 1

HCID 54714018(S)-4-Hydroxy-6-isopropyl-6-(2-thiophen-3-yl-ethyl)-5,6-dihydro-pyran-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared as described in General Method 8 using (S)-hydroxy-6-methyl-3-oxo-5-(2-thiophen-3-yl-ethyl)-heptanoic acid ethyl ester (6.4 mmol), 0.1N NaOH (400 mL), and THF (40 mL). The product was triturated from Et2O, mp 117-123° C.

Workup

  1. customThe product was triturated from Et2O, mp 117-123° C.

Sources & evidence

ORD record
ord-40032671f70349e69914f1df3250ff7f
Source dataset
uspto-grants-2005_02
Patent number
US06852711B2

Reaction notes

Loading…