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1 article(s) from Gerber, R. Benny

DMAP-assisted sulfonylation as an efficient step for the methylation of primary amine motifs on solid support

Johnny N. Naoum,
Koushik Chandra,
Dorit Shemesh,
R. Benny Gerber,
Chaim Gilon and
Mattan Hurevich

Beilstein J. Org. Chem. 2017, 13, 806–816, doi:10.3762/bjoc.13.81

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Graphical Abstract

Figure 1: Collidine-assisted vs DMAP-assisted N-methylation process on solid support. (A) Collidine-assisted ...

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Figure 2: Motifs 1–5 were used as models for the optimization of the N-methylation process. i) Introduction o...

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Figure 3: Sulfonylation optimization study. HPLC trace overlay that shows the sulfonylation of motif 4 to yie...

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Figure 4: DFT calculations for the reaction of o-NBS-Cl with a) collidine and b) DMAP. The structure of the r...

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Figure 5: Methylation of motif 3a to 3b using various reaction conditions. HPLC trace overlay presents the ef...

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Figure 6: Optimization of o-NBS removal reaction conditions demonstrated on motif 5b. HPLC trace overlay of i...

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Figure 7: HPLC trace overlay and MS analysis of the somatostatin analogue, 1SW-1, which was N^α-methylated on ...

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Published 03 May 2017

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