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CAS 6216-63-3

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CBZ-L-prolinol

Description:
CBZ-L-prolinol, also known as carbobenzyloxy-L-prolinol, is an organic compound characterized by its structure, which includes a proline derivative with a carbobenzyloxy (CBZ) protecting group. It is typically a white to off-white solid and is soluble in polar organic solvents such as methanol and dimethyl sulfoxide (DMSO). This compound is often utilized in organic synthesis, particularly in the preparation of various pharmaceuticals and biologically active molecules due to its chiral nature, which allows for the synthesis of enantiomerically pure compounds. CBZ-L-prolinol can act as a chiral auxiliary or a building block in asymmetric synthesis. Its properties include a relatively high melting point and stability under standard laboratory conditions, although it should be handled with care due to potential reactivity. The presence of the CBZ group also makes it amenable to deprotection reactions, facilitating further functionalization of the prolinol moiety. Overall, CBZ-L-prolinol is a valuable compound in the field of medicinal chemistry and synthetic organic chemistry.
Formula:C13H17NO3
InChI:InChI=1/C13H17NO3/c15-9-12-7-4-8-14(12)13(16)17-10-11-5-2-1-3-6-11/h1-3,5-6,12,15H,4,7-10H2/t12-/m0/s1
SMILES:c1ccc(cc1)COC(=O)N1CCC[C@H]1CO
Synonyms:
  • Z-L-prolinol
  • benzyl (2S)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
  • (S)-1-Cbz-2-Hydroxymethylpyrrolidine
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