Water → HCID 23717331, compound

HRID 400155Notes

Reaction equation

HRID 400155 reaction equation
[OH2:1].[OH:2][C@H:3]1[CH2:12][C@H:11]([O:13][C:14](=[O:20])[CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])[C@H:10]2[C:5]([CH:6]=[CH:7][C@H:8]([CH3:31])[C@@H:9]2[CH2:21][CH2:22][C@H:23]2[O:28][C:27](=[O:29])[CH2:26][C@H:25]([OH:30])[CH2:24]2)=[CH:4]1.[OH-].[Na+:33]>O1CCOCC1>[OH:30][C@H:25]([CH2:24][C@H:23]([OH:1])[CH2:22][CH2:21][C@@H:9]1[C@@H:10]2[C:5](=[CH:4][C@@H:3]([OH:2])[CH2:12][C@@H:11]2[O:13][C:14](=[O:20])[CH2:15][C:16]([CH3:18])([CH3:19])[CH3:17])[CH:6]=[CH:7][C@@H:8]1[CH3:31])[CH2:26][C:27]([O-:28])=[O:29].[Na+:33]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 22856155HCID 22856155, compound

Product 1

HCID 23717331HCID 23717331, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

0.5 ml of water was added to a solution of 32 mg (0.076 mmol) of (4R,6R)-6-{2-[(1S,2S,6S,8S,8aR)-1,2,6,7,8,8a-hexahydro-6-hydroxy-8-(3,3-dimethylbutyryloxy)-2-methyl-1-naphthyl]ethyl}tetrahydro-4-hydroxy-2H-pyran-2-one [prepared as described in Example 28, above], in 1 ml of dioxane, after which 0.8 ml (0.08 mmol) of a 0.1N aqueous solution of sodium hydroxide was added to the mixture. The resulting mixture was stirred at room temperature for 30 minutes. At the end of this time, the reaction mixture was lyophilized to give 35 mg of the title compound as a colorless powder.

Sources & evidence

ORD record
ord-76945a44d4864c7fa7d2e4762c27ec81
Source dataset
uspto-grants-1998_10
Patent number
US05827855

Reaction notes

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