Formaldehyde → L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-

HRID 5335

Reaktionsgleichung

Reaktionsgleichung von HRID 5335
[NH2:1][C@H:2]([C:7](O)=O)[CH2:3][CH:4]([CH3:6])C.[NH:10]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C@H:11]([C:16]([OH:18])=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14].[CH2:26]=O>>[NH:10]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[C@H:11]([C:16]([OH:18])=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14].[CH3:25][C:22]([O:21][C:19]([NH:10][C@H:11]([C:16]([OH:18])=[O:17])[CH2:12][C:13]1[NH:1][C:2]2[CH:3]=[CH:4][CH:6]=[CH:26][C:7]=2[CH:15]=1)=[O:20])([CH3:23])[CH3:24].[NH:10]([C:19]([O:21][C:22]([CH3:24])([CH3:23])[CH3:25])=[O:20])[C@H:11]([CH:16]=[O:17])[CH2:12][CH:13]([CH3:15])[CH3:14]

Komponenten

6

Edukt 3

HCID 712FormaldehydeHCID 6106L-LeucineHCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-

Produkt 3

HCID 83170L-Leucine, N-((1,1-dimethylethoxy)carbonyl)-HCID 104275tert-butyl N-[(2S)-4-methyl-1-oxopentan-2-yl]carbamateHCID 44424848Boc-Trp

Versuchsvorschrift

Leu-psi -Tpi-BHA resin is made by reacting Boc-Leu-psi -Trp-BHA resin with formaldehyde in accordance with the procedures as follows: Boc-Leu-psi -Trp-BHA resin is obtained from 1.0 g BHA resin (0.9 m mode NH2 g) with coupling Boc-Trp and Boc-Leu-CHO successively by the method indicated in Operation I and Operation II. 10 ml. DMF containing 1% acetic acid is added to the above peptide resin and then reacted with 1 ml 10% formaldehyde at room temperature for 60 minutes and washed with DMF, MeOH and DCM.

Quellen und Nachweise

ORD-Eintrag
ord-918dffba71544237accb80156ad6bdb6
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05244883

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