Methanol → Methyl (R)-3-[(benzyloxycarbonyl)amino]-4-hydroxybutanoate

HRID 1476259

Reaktionsgleichung

Reaktionsgleichung von HRID 1476259
[O:1]=[C:2]1[O:6][CH2:5][C@H:4]([NH:7][C:8](=[O:17])[O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:3]1.C(N(CC)CC)C.[CH3:25][OH:26]>>[CH2:10]([O:9][C:8]([NH:7][C@@H:4]([CH2:25][OH:26])[CH2:3][C:2]([O:6][CH3:5])=[O:1])=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 8471TriethylamineHCID 697924(R)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate2×

Produkt 1

HCID 59108917Methyl (R)-3-[(benzyloxycarbonyl)amino]-4-hydroxybutanoate

Versuchsvorschrift

(R)-Benzyl 5-oxotetrahydrofuran-3-ylcarbamate (INTERMEDIATE 3, 27.0 g, 114.78 mmol) was dissolved in methanol (75 ml) and triethylamine (75 ml) was added at room temperature. The resulting mixture was allowed to stir overnight at this temperature. The mixture was concentrated in vacuo to provide the title product. This material was used to prepare INTERMEDIATE 5 without further purification.

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c3d0e1f542754747bcf0c167079150c7
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018381B2

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