Tetrabutylammonium Fluoride → HCID 54291864, compound

HRID 2396211Notes

Reaction equation

HRID 2396211 reaction equation
[Si]([O:8][C@H:9]1[CH2:18][C@H:17]([O:19][C:20](=[O:37])[CH:21]([O:24][C:25]2[C:30]([CH:31]([CH3:33])[CH3:32])=[CH:29][CH:28]=[CH:27][C:26]=2[CH:34]([CH3:36])[CH3:35])[CH2:22][CH3:23])[C@H:16]2[C:11]([CH:12]=[CH:13][C@H:14]([CH3:55])[C@@H:15]2[CH2:38][CH2:39][C@H:40]2[O:45][C:44](=[O:46])[CH2:43][C@H:42]([O:47][Si](C(C)(C)C)(C)C)[CH2:41]2)=[CH:10]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[OH:8][C@H:9]1[CH2:18][C@H:17]([O:19][C:20](=[O:37])[CH:21]([O:24][C:25]2[C:30]([CH:31]([CH3:32])[CH3:33])=[CH:29][CH:28]=[CH:27][C:26]=2[CH:34]([CH3:35])[CH3:36])[CH2:22][CH3:23])[C@H:16]2[C:11]([CH:12]=[CH:13][C@H:14]([CH3:55])[C@@H:15]2[CH2:38][CH2:39][C@H:40]2[O:45][C:44](=[O:46])[CH2:43][C@H:42]([OH:47])[CH2:41]2)=[CH:10]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 67675901HCID 67675901, compound

Product 1

HCID 54291864HCID 54291864, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Example 2, above, was followed, but using 0.11 g of (4R,6R)-6-([1S,2S,6S,8S,8aR]-2-{1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-[(2RS)-2-(2,6-diisopropylphenoxy)butyryloxy]-2-methyl-1-naphthyl}ethyl)tetrahydro-4-t-butyldimethylsilyoxy-2H-pyran-2-one [prepared as described in Example 112, above] and 7.07 ml of a 1.0 molar solution of tetrabutylammonium fluoride in tetrahydrofuran, to give 28 mg of the titlecompound as white crystals, melting at between 119° and 121° C.

Workup

  1. customto give 28 mg of the titlecompound as white crystals, melting at between 119° and 121° C.

Sources & evidence

ORD record
ord-1a0da04856bc4d7c8025c9f033b5d3e6
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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