Trifluoroacetic acid → Tyr(OBn)-Ser(OBn)-CO2Me.TFA

HRID 355522

Reaktionsgleichung

[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:18]([NH:20][C@H:21]([C:31]([C:33]([O:35][CH3:36])=[O:34])=[O:32])[CH2:22][O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:19])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:6][CH:5]=1.[C:44]([OH:50])([C:46]([F:49])([F:48])[F:47])=[O:45]>C(Cl)Cl>[NH2:1][C@H:2]([C:18]([NH:20][C@H:21]([C:31]([C:33]([O:35][CH3:36])=[O:34])=[O:32])[CH2:22][O:23][CH2:24][C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:19])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[CH:8][CH:9]=1.[F:47][C:46]([C:44]([OH:50])=[O:45])([F:49])[F:48]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

Boc-Tyr(OBn)-Ser(OBn)-CO2Me (from Step 1 above, 2.64 g, 4.69 mmol) was dissolved in CH2Cl2 (15 mL), cooled to 0° C. and TFA (5 mL) was added. The solution was warmed to room temperature and stirred for 4 hours. The solution was concentrated, taken up in CH2Cl2 and reconcentrated twice. The resulting oil was triturated with ether to provide 2.7 g of the title compound as a white solid.

Aufarbeitung

temperatureThe solution was warmed to room temperature
concentrationThe solution was concentrated
customThe resulting oil was triturated with ether

Quellen und Nachweise

ORD-Eintrag: ord-1be268c7d80f41fd84f72c94707aaa4e
Quelldatensatz: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US05830868

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