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. Author manuscript; available in PMC: 2010 Jan 25.
Published in final edited form as: Tetrahedron Asymmetry. 2009 Jan 25;19(14):1714. doi: 10.1016/j.tetasy.2008.06.010

Table 2.

Lipase-catalyzed kinetic resolution of amino esters rac-6ab using carbonates 4ab (ratio 1:2.5) in TBME

Entry Enzyme R1 R2 T (°C) t (h) eeP (%)a eeS (%)a c (%)b Ec
1 CAL-A Codexis Me 3-MeO-C6H4 30 23.5 ---- ---- 100 ----
2 CAL-A Codexis Me CH2=CHCH2 30 23 >99 25 20 >200
3 CAL-A Codexis Me CH2=CHCH2 45 48 >99 13 12 >200
4 CAL-A Codexis Bn CH2=CHCH2 30 57 88 >99 53 121
5 CAL-A Biocatalytics Bn CH2=CHCH2 30 72 98 (91)d >99 (90)d 50 >200
a

Calculated by HPLC

b

c = eeS/(eeS+eep)

c

E = ln[(1−c)×(1−eeP)]/ln[(1−c)×(1+eeP)]

d

Isolated yields in brackets.