Tetrabutylammonium Fluoride → HCID 90295587, compound

HRID 1050229Notes

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[CH2:28][CH2:27][O: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)[Si](C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[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[CH2:28][CH2:27][O: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 90295553HCID 90295553, compound2×

Product 1

HCID 90295587HCID 90295587, compoundYield 64.3%

Procedure

Using compound (3R,3 aR)-3-((t-butyldimethylsiloxy)methyl)-7-(3-oxomorpholin-4-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one (0.597 g, 1.38 mmol) prepared above in (a), and tetra-n-butylammonium fluoride (1M, 2.8 ml) as starting materials, preparation following the method as described in Example 1 (b) afforded 0.283 g of white solid, yield 64.3%.

Workup

custommaterials, preparation

Sources & evidence

ORD record: ord-7c97af13140d4e2b9323cda9ead2e5a3
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382265B2

Reaction notes

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