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Other Specialized Reagents

Cbz-L-Prolinol

Category:

Other Specialized Reagents

CAS NO:

6216-63-3

Standard:

BP,USP,

Price Range:

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Main Sales Markets:

North America,Western Europe,Eastern Europe

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Shanghai Sunwise Chemical Co., Ltd.

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Basic Info

CAS Number

6216-63-3

Pharmacopoeia

BP,USP

Grade

Pharmaceutical Grade

Is Manufacturer

YES

Product Description

Pharmaceutical Raw Materials and Intermediates

AI Product Description

*The following content is generated by AI and is for reference only.

Cbz-L-Prolinol, chemically known as N-(Benzyloxycarbonyl)-L-prolinol or Cbz-Pro-OH reduced, is a versatile chiral building block widely utilized in modern organic synthesis and pharmaceutical research. With the CAS registry number 25713-69-5, this compound features a molecular formula of C13H17NO3 and a precise molecular weight of approximately 235.28 g/mol. Structurally, it consists of a proline ring where the carboxylic acid group has been reduced to a primary alcohol, while the amino group remains protected by a benzyloxycarbonyl (Cbz) moiety. This unique architecture combines the rigid stereochemical properties of L-proline with the nucleophilic potential of a hydroxyl group, making it an indispensable reagent for constructing complex heterocyclic systems. The primary application of Cbz-L-Prolinol lies in asymmetric synthesis, particularly as a ligand precursor for transition metal-catalyzed reactions. It is frequently employed to synthesize highly enantioselective catalysts used in aldol reactions, Michael additions, and hydrogenation processes. Furthermore, due to its chiral nature, it serves as a critical intermediate in the manufacturing of bioactive compounds, including antiviral agents, antihypertensives, and various peptide mimetics. The Cbz protecting group offers significant stability under basic conditions but can be easily removed via catalytic hydrogenation, allowing for further functionalization without racemization of the chiral center. Its solubility profile typically favors polar organic solvents such as dichloromethane, ethanol, and ethyl acetate, facilitating its integration into standard laboratory protocols. Researchers value this reagent not only for its high optical purity but also for its commercial availability and cost-effectiveness relative to other specialized chiral auxiliaries. As the demand for stereoselective drug discovery accelerates, Cbz-L-Prolinol remains a cornerstone material in medicinal chemistry laboratories, enabling the efficient production of single-enantiomer therapeutics that meet stringent regulatory standards for safety and efficacy in global markets.