Quality Control of Boc-D-Prolinol. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Boc-D-Prolinol, is researched, Molecular C10H19NO3, CAS is 83435-58-9, about Enzyme-catalyzed enantiomeric resolution of N-Boc-proline as the key-step in an expeditious route towards RAMP. Author is Kurokawa, Masayuki; Shindo, Takeyuki; Suzuki, Masumi; Nakajima, Nobuyoshi; Ishihara, Kohji; Sugai, Takeshi.
For the preparation of both enantiomers of N-carbamoyl-2-methoxymethylpyrrolidine, the precursors of Enders’ chiral auxiliaries, SAMP [(2S)-1-Pyrrolidinamine, 2-(methoxymethyl)] and RAMP [(2R)-1-Pyrrolidinamine, 2-(methoxymethyl)], enzyme-catalyzed kinetic resolution of racemic N-carbamoyl, N-Boc, N-Cbz proline esters (Boc = tert-butoxycarbonyl, Cbz = benzyloxycarbonyl) and prolinols were examined B. licheniformis protease (subtilisin) preferentially hydrolyzed the (R)-carbamoylproline ester with an enantiomeric ratio (E) of 10. To a hydrophobic N-Cbz proline ester, subtilisin showed lower selectivity (E = 2.8), and in contrast, a purified protease (isoenzyme A) from the earthworm showed the preference of (S)-enantiomer (E = 13.6). In a practical sense, C. antarctica lipase B (Chirazyme L-2) was effective for the hydrolysis of both N-Boc and N-Cbz derivatives with E >100. The e.e. of (R)-N-carbamoyl-2-methoxymethylpyrrolidine was raised to be >99.9% by recrystallization at the N-Boc-prolinol stage, which was derived from the (R)-N-Boc-proline Me ester (98.7% e.e.) through a preparative-scale enzyme-catalyzed resolution (49% yield) of the racemic substrate.
In some applications, this compound(83435-58-9)Quality Control of Boc-D-Prolinol is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.
Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica