(R)-tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamate synthesis
- Product Name:(R)-tert-Butyl (1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)carbamate
- CAS Number:887254-66-2
- Molecular formula:C19H30BNO4
- Molecular Weight:347.26
![Carbamic acid, [(1S)-1-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl]-, 1,1-dimethylethyl ester (9CI)](/CAS/20210111/GIF/887254-65-1.gif)
Yield:> 99 % ee ， > 99 % ee
Reaction Conditions:
at 20; for 0.1585 h;Purification / work up;Resolution of racemate;
Steps:
A1.A1.14
A1.14; (S)-tert-Butyl 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate (product A1.14a) and (R)-tert-Butyl 1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamate (product A1.14b); A solution A1.13 in 98% Hexanes/2% IPA (16 mg/mL) was purified by repeated injections on a chiral preparative HPLC column. Column Conditions: Chiralpak AD (10 um 50×500 mm) Flow Rate: 60 ml/min. Isocratic: Hextane (98%), IPA (2%). Injection volume: 8.5 mL. The mobile phase was evaporated to provide the individual enantiomers as colorless glassy solids. Analytical Chiral HPLC: Chiralpak AD (10 um 4.6×250 mm) Flow Rate: 1 ml/min. Isocratic: Heptane (98%), IPA (2%). (S)-enantiomer (A1.14a) r.t.=9.51 min>99% ee (R)-enantiomer r.t. (A1.14b)=7.12 min>99% ee
References:
US2006/106051,2006,A1 Location in patent:Page/Page column 26
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