Tetrabutylammonium Fluoride → HCID 90295548, compound

HRID 1050218Notes

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]([CH3:27])[C:24](=[O:26])[CH3:25])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:28])[O:11]1)(C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>>[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]([CH3:27])[C:24](=[O:26])[CH3:25])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:28])[O:11]1

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 90295754HCID 90295754, compound

Product 1

HCID 90295548HCID 90295548, compoundYield 86.53%

Procedure

Using N-((3R,3aS)-3-(((t-butyldimethylsilyl)oxy)methyl)-1-oxo-1,3,3a,4-tetrahydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-7-yl)-N-methylacetamide (0.617 g, 1.52 mmol), and TBAF (1M, 2 ml) as starting materials, preparation following the method as described in Example 1 (b) afforded white solid 0.384 g, yield: 86.53%.

Workup

custommaterials, preparation

Sources & evidence

ORD record: ord-15745ce627524881a59f3c377ca2c6d8
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382265B2

Reaction notes

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