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. 2023 May 10;14(6):846–852. doi: 10.1021/acsmedchemlett.3c00114

Table 1. Optimization of the Reaction Conditionsa.

graphic file with name ml3c00114_0004.jpg

entry carrot cultivar additive time (h) conv (%)b yield, erc
1 orange 96 46
2 yellow 96 38
3 purple 96 66
4d purple TPGS-750-M 96 35
5d purple Triton X-100 96 18
6e purple buffer pH 6.0, 6.5, 7.0, 7.5 96 16, 31, 30, 41
7e purple buffer pH 8.0, 8.5, 9.0, 9.5 96 53, 90, 87, 85
8 purple buffer pH 8.5 48 62
9f purple buffer pH 8.5 48 87 78%, >99:1
a

General conditions: 14 (50 mg), water (35 mL), EtOH (1 mL), precut carrots (5 g), in Erlenmeyer flask, rt, stirred at 250 rpm.

b

Conversion was determined by LCMS under 254 nm wavelength.

c

Enantiomeric ratio was determined by chiral SFC.

d

2 wt% of additive (0.7 g) was used.

e

20 mM of 1 M buffer solution (0.7 mL) was applied.

f

Purple carrots (10 g), isolated yield.