Dicyclohexylcarbodiimide → (+/-)-N-(2-(dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methyl-1-phenylpropyl)-2,3-dimethylbenzamide

HRID 20826

Reaktionsgleichung

Reaktionsgleichung von HRID 20826
[NH2:1][CH:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:3]([N:14]([CH3:16])[CH3:15])([CH2:5][O:6][Si:7]([C:10]([CH3:13])([CH3:12])[CH3:11])([CH3:9])[CH3:8])[CH3:4].[CH3:23][C:24]1[C:32]([CH3:33])=[CH:31][CH:30]=[CH:29][C:25]=1[C:26](O)=[O:27].C1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1>C(Cl)Cl>[CH3:16][N:14]([CH3:15])[C:3]([CH3:4])([CH2:5][O:6][Si:7]([C:10]([CH3:11])([CH3:12])[CH3:13])([CH3:8])[CH3:9])[CH:2]([NH:1][C:26](=[O:27])[C:25]1[CH:29]=[CH:30][CH:31]=[C:32]([CH3:33])[C:24]=1[CH3:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

6

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 117822,3-Dimethylbenzoic acidHCID 757711-HydroxybenzotriazoleHCID 68562132HCID 68562132, Verbindung

Produkt 1

HCID 68563699(+/-)-N-(2-(dimethylamino)-3-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-methyl-1-phenylpropyl)-2,3-dimethylbenzamideAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The title compound (64 mg; 30%) was prepared from [2-amino-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-1-methyl-2-phenylethyl]dimethylamine D48 (150 mg; 0.46 mmol), 2,3-dimethylbenzoic acid (75 mg; 0.5 mmol), PL-dicyclohexylcarbodiimide (385 mg; 0.5 mmol; Polymer Labs 1.3 mmol/g), 1-hydroxybenzotriazole (77 mg; 0.5 mmol) in DCM (5 ml) in a similar manner to that described in E1. Mass spectrum (Electrospray LC/MS): Found 455 (MH+), C27H42N2O2Si requires 454. Ret. time 2.57 and 2.61 min.

Aufarbeitung

  1. customtime 2.57 and 2.61 min.

Quellen und Nachweise

ORD-Eintrag
ord-3062e35499a94467b03248e37a763eba
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745642B2

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