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. 2024 Aug 24;14:19694. doi: 10.1038/s41598-024-70598-x

Table 1.

Synthesis details for VLCFAs. NMR data for numbered compounds are available in SI.

Alkyne Bromoalkanoic acid VLCFA Yield (%)
1-octyne 12-bromododecanoic acid (13Z)-eicosenoic acid (1) ˃ 95
1-octyne 14-bromotetrdecanoic acid (15Z)-docosenoic acid (2) 86
1-octyne 16-bromohexadecanoic acid (17Z)-tetracosenoic acid (3) 80
1-octyne 18-bromooctadecanoic acid (19Z)-hexacosenoic acid (4) 78
1-octyne 20-bromoeicosenoic acid (21Z)-octacosenoic acid (5) 65
1-decyne 16-bromohexadecanoic acid (17Z)-hexacosenoic acid (6) 71
1-decyne 18-bromooctadecenoic acid (19Z)-octacosenoic acid (7) 90
1-tridecyne 9-bromononanoic acid (10Z)-docosenoic acid (8) 77
1-tridecyne 11-bromoundecanoic acid (12Z)-tetracosenoic acid (9) 44
1-tridecyne 13-bromotridecanoic acid (14Z)-hexacosenoic acid (10) 53
1-tridecyne 15-bromopentadecanoic acid (16Z)-octacosenoic acid (11) 50