Lithium Hydroxide → HCID 23674930, compound

HRID 231091Notes

Reaction equation

HRID 231091 reaction equation
[Si]([O:8][C:9]([C@H:11]([CH2:38][CH:39]([CH3:41])[CH3:40])[CH2:12][C@@H:13]([O:30][Si:31]([C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:33])[CH3:32])[C@@H:14]([NH:22][C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:10])(C(C)(C)C)(C)C.[Li+:42].[OH-]>O1CCOCC1>[Li+:42].[Si:31]([O:30][C@H:13]([CH2:12][C@H:11]([C:9]([O-:10])=[O:8])[CH2:38][CH:39]([CH3:40])[CH3:41])[C@@H:14]([NH:22][C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:34]([CH3:36])([CH3:35])[CH3:37])([CH3:33])[CH3:32]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 15042583HCID 15042583, compound

Product 1

HCID 23674930HCID 23674930, compoundYield 48.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of the crude resultant compound of Example 166 (0.075 mmol) in 2 mL of dioxane was treated with 0.6 mL (0.3 mmol) of LiOH (0.5M in H2O) and allowed to stir at ambient temperature for 2 days. After removal of the solvent, purification by flash column chromatography using 3% methanol/chloroform gave 18.3 mg (49%) of the desired compound (Rf 0.10, 2% methanol/chloroform).

Workup

  1. customAfter removal of the solvent, purification by flash column chromatography

Sources & evidence

ORD record
ord-631d3b75ab374c8fa2d372ded91f7313
Source dataset
uspto-grants-1989_07
Patent number
US04845079

Reaction notes

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