Tetrabutylammonium Fluoride → HCID 90295585, compound

HRID 1050206Notes

Reaction equation

HRID 1050206 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][C@@H:26]([O:29][CH3:30])[CH2:25][C:24]4=[O:31])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:32])[O:11]1)[Si](C(C)(C)C)(C)C.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C(Cl)Cl>[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][C@@H:26]([O:29][CH3:30])[CH2:25][C:24]4=[O:31])=[CH:19][C:15]=3[O:16][CH2:17]2)[C:12](=[O:32])[O:11]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 90295522HCID 90295522, compound

Product 1

HCID 90295585HCID 90295585, compoundYield 75.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Using compound (3R,3aS)-3-((t-butyldimethylsiloxy)methyl)-7-((R)-4-methoxyl-2-oxopiperidin-1-yl)-3a,4-dihydrobenzo[b]oxazolo[3,4-d][1,4]oxazin-1(3H)-one (1.5 g, 3.24 mmol), and TBAF (1.27 g, 4.86 mmol) as starting materials, DCM as solvent, preparation following the method as described in Example 1 (b) afforded white solid 0.85 g, yield 75.0%.

Workup

  1. custompreparation

Sources & evidence

ORD record
ord-cde9c01f2bd747b194fbbd5aad997d19
Source dataset
uspto-grants-2016_07
Patent number
US09382265B2

Reaction notes

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