N-(tert-butoxycarbonyl)glycine → Boc-Gly-Leu-Ala-OBzl

HRID 1655682

Reaktionsgleichung

Reaktionsgleichung von HRID 1655682
[NH:1]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:2][C:3]([OH:5])=O.[NH2:13][C@H:14]([C:19]([NH:21][C@H:22]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH3:23])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17]>>[NH:1]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:2][C:3]([NH:13][C@H:14]([C:19]([NH:21][C@H:22]([C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])[CH3:23])=[O:20])[CH2:15][CH:16]([CH3:17])[CH3:18])=[O:5]

Komponenten

3

Versuchsvorschrift

Boc-Gly-Leu-Ala-OBzl was prepared by coupling Boc-Gly-OH (5.70 g, 32.6 mmoles) to H-Leu-Ala-OBzl using the mixed anhydride procedure described in Example 2. The product (13.8 g) was obtained as an amorphous solid. Boc-Gly-Leu-Ala-OBzl was deblocked with trifluoroacetic acid by the procedure described for the preparation of H-Leu-Ala-OBzl except that the trifluoroacetate salt was soluble in ether. The preparation was dissolved in ethyl acetate and treated with anhydrous hydrogen chloride. The resulting product was precipitated by the addition of ether to yield 7.7 g of H-Gly-Leu-Ala-OBzl .HCl in a first crop.

Quellen und Nachweise

ORD-Eintrag
ord-abe011cb3b3a40019232e414a44c4e89
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05250720

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