Tetrabutylammonium Fluoride → HCID 90295829, compound

HRID 1050202Notes

Reaction equation

[Si]([O:8][CH2:9][C@H:10]1[C@H:18]2[N:13]([C:14]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][CH2:26][CH2:25][C:24]4=[O:29])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:30])[O:11]1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[OH:8][CH2:9][C@H:10]1[C@H:18]2[N:13]([C:14]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][CH2:26][CH2:25][C:24]4=[O:29])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:30])[O:11]1

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 90295823HCID 90295823, compound

Product 1

HCID 90295829HCID 90295829, compoundYield 85.8%

Procedure

Using compound (3R,3aS)-3-(((t-butyldimethylsilyl)oxy)methyl)-7-(2-oxopiperidin-1-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one (1.016 g, 2.352 mmol), and tetra-n-butylammonium fluoride (1M, 4.7 ml) as starting materials, preparation following the method as described in Example 1(b) afforded 0.642 g white solid, yield 85.8%.

Workup

custommaterials, preparation

Sources & evidence

ORD record: ord-d63b811209bb4700a1db8b123a411cc4
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382265B2

Reaction notes

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