Tetrabutylammonium Fluoride → HCID 58868927, compound

HRID 1441970Notes

Reaction equation

HRID 1441970 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:32]=[C:33]([O:35][Si](C(C)(C)C)(C)C)[CH:34]=1)[CH2:12][C@@H:13]([C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:32]=[C:33]([OH:35])[CH:34]=1)[CH2:12][C@@H:13]([C:22]([O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:23])[NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 58868909HCID 58868909, compound

Product 1

HCID 58868927HCID 58868927, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation takes place in analogy to Example 12I from 1.30 g (2.2 mmol) of benzyl 3-(benzyloxy)-N-(tert-butoxycarbonyl)-5-{[tert-butyl(dimethyl)silyl]oxy}-L-phenylalaninate (Example 5J) and 4.4 ml (4.39 mmol) of a 1N tetrabutylammonium fluoride solution in THF.

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-081555b9cb694aefb3fb8b28f2b2c1b2
Source dataset
uspto-grants-2010_02
Patent number
US07655643B2

Reaction notes

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