N-Boc-D-proline

CAS: 37784-17-1

Ref. 3D-FB11371

Product Information

• Name: N-Boc-D-proline
• Synonyms: (R)-1-tert-Butoxycarbonyl)pyrrolidine-2-carboxylic acidN-Boc, D-prolineBoc-D-Pro-OH
• Brand: Biosynth

Description

N-Boc-D-proline is a lipase inhibitor that is used in the preparation of quinine, aldehyde, and carboxylate. N-Boc-D-proline has been shown to inhibit the activity of the sodium channels, which may be due to its ability to bind to the termini of these channels. The inhibition of sodium channels can lead to a decrease in nerve excitability and seizures. N-Boc-D-proline was synthesized by an organocatalytic method using sodium bicarbonate as the catalyst. It was found that this compound was stereoselective with respect to its activity on different enantiomers of chiral substrates. Preparative methods for N-Boc-D-proline include column chromatography or crystallization with diethyl ether or ethyl acetate. The isolated yield is about 99%.

Chemical properties

• Molecular weight: 215.25 g/mol
• Formula: C₁₀H₁₇NO₄
• Purity: Min. 95%
• Color/Form: Powder
• InChI: InChI=1S/C10H17NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h7H,4-6H2,1-3H3,(H,12,13)/t7-/m1/s1
• InChI key: InChIKey=ZQEBQGAAWMOMAI-SSDOTTSWSA-N
• SMILES: CC(C)(C)OC(=O)N1CCC[C@@H]1C(=O)O