Tetrabutylammonium Fluoride → HCID 118519589, compound

HRID 1050207Notes

Reaction equation

HRID 1050207 reaction equation
[O:1]([CH2:9][C@H:10]1[C@H:18]2[N:13]([C:14]3[CH:22]=[CH:21][C:20]([N:23]4[CH:27]=[CH:26][O:25][C:24]4=[O:28])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:29])[O:11]1)[Si](C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[OH:1][CH2:9][C@H:10]1[C@H:18]2[N:13]([C:14]3[CH:22]=[CH:21][C:20]([N:23]4[CH:27]=[CH:26][O:25][C:24]4=[O:28])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:29])[O:11]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 131736051HCID 131736051, compound

Product 1

HCID 118519589HCID 118519589, compoundYield 105.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using compound (3R,3aS)-3-((t-butyldimethylsiloxy)methyl)-7-(2-oxooxazol-3-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one (0.38 g, 0.904 mmol), and TBAF (0.47 g, 1.807 mmol) as starting materials, THF as solvent, preparation following the method as described in Example 1(b) afforded white solid 0.29 g, yield 99.9%.

Workup

  1. custompreparation

Sources & evidence

ORD record
ord-efc56eb8760b4e5982aefc48d01f82be
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

Loading…