Tetrabutylammonium Fluoride → HCID 54467089, compound

HRID 2396235Notes

Reaction equation

HRID 2396235 reaction equation
[Si]([O:8][C@H:9]1[CH2:18][C@H:17]([O:19][C:20](=[O:27])[C:21]([O:24][CH2:25][CH3:26])([CH3:23])[CH3:22])[C@H:16]2[C:11]([CH:12]=[CH:13][C@H:14]([CH3:45])[C@@H:15]2[CH2:28][CH2:29][C@H:30]2[O:35][C:34](=[O:36])[CH2:33][C@H:32]([O:37][Si](C(C)(C)C)(C)C)[CH2:31]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:27])[C:21]([O:24][CH2:25][CH3:26])([CH3:22])[CH3:23])[C@H:16]2[C:11]([CH:12]=[CH:13][C@H:14]([CH3:45])[C@@H:15]2[CH2:28][CH2:29][C@H:30]2[O:35][C:34](=[O:36])[CH2:33][C@H:32]([OH:37])[CH2:31]2)=[CH:10]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 67730991HCID 67730991, compound

Product 1

HCID 54467089HCID 54467089, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A procedure similar to that described in Example 2, above, was followed, but using the whole of the fraction (414 mg) containing (4R,6R)-6-{(1S,2S,6S,8S,8aR)-2-[1,2,6,7,8,8a-hexahydro-6-t-butyldimethylsilyloxy-8-(2-ethoxy-2-methylpropionyloxy)-2-methyl-1-naphthyl]ethyl}tetrahydro-4-t-butyldimethylsilyloxy-2H-pyran-2-one [prepared as described in Example 151, above] and 6.2 ml of a 1.0 molar solution of tetrabutylammonium fluoride in tetrahydrofuran, to give 25 mg of the titlecompound as colorless needle-like crystals, melting at 132° C.

Workup

  1. customto give 25 mg of the titlecompound as colorless needle-like crystals, melting at 132° C.

Sources & evidence

ORD record
ord-18fc6b97e5524abd990799a5f035ab79
Source dataset
uspto-grants-1996_02
Patent number
US05491167

Reaction notes

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