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. 2021 Nov 16;9:798594. doi: 10.3389/fbioe.2021.798594

TABLE 3.

Effect of acyl donor structure on the acylation of polydatin catalyzed by Fe3O4-PDA-TLL.

Entry Acyl donor Acyl group V0 (mM/h) Time (h) C (%) OH a -regioselectivity (%)
1 Vinyl butyrate graphic file with name fbioe-09-798594-fx1.jpg 9.8 ± 0.4 14.0 98.1 ± 0.1 100
2 Vinyl crotonate graphic file with name fbioe-09-798594-fx2.jpg 4.7 ± 0.1 18.0 90.1 ± 0.2 100
3 Vinyl pivalate graphic file with name fbioe-09-798594-fx3.jpg n.d 6.0
4 Vinyl hexanoate graphic file with name fbioe-09-798594-fx4.jpg 12.3 ± 0.4 14.0 98.1 ± 0.4 100
5 Vinyl sorbate graphic file with name fbioe-09-798594-fx5.jpg 6.3 ± 0.2 18.0 91.3 ± 0.3 100
6 Vinyl benzoate graphic file with name fbioe-09-798594-fx6.jpg n.d 6.0
7 Vinyl octanoate graphic file with name fbioe-09-798594-fx7.jpg 12.4 ± 0.3 14.0 98.4 ± 0.2 100
8 Vinyl
2-ethylhexanoate
graphic file with name fbioe-09-798594-fx8.jpg n.d 6.0
9 Vinyl decanoate graphic file with name fbioe-09-798594-fx9.jpg 12.6 ± 0.4 14.0 98.7 ± 0.5 100
10 Vinyl undecenoate graphic file with name fbioe-09-798594-fx10.jpg 13.9 ± 0.5 14.0 98.8 ± 0.6 100
11 Vinyl laurate graphic file with name fbioe-09-798594-fx11.jpg 13.7 ± 0.6 14.0 99.1 ± 0.5 100
12 Vinyl myristate graphic file with name fbioe-09-798594-fx12.jpg 12.8 ± 0.3 14.0 97.5 ± 0.3 100
13 Vinyl palmitate graphic file with name fbioe-09-798594-fx13.jpg 12.6 ± 0.2 14.0 97.5 ± 0.4 100
14 Vinyl stearate graphic file with name fbioe-09-798594-fx14.jpg 11.2 ± 0.3 14.0 96.0 ± 0.5 100

The reactions were carried out at 55°C and 200 rpm by adding 0.03 mmol polydatin, 0.33 mmol vinyl donor, 180 mg Fe3O4-PDA-TLL, into 3.0 ml anhydrous MeTHF.

a

Primary hydroxyl.