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Products

Active Pharmaceutical Ingredients

BOC-3,4-DEHYDRO-PRO-OH

Category:

Active Pharmaceutical Ingredients

CAS NO:

51154-06-4

Standard:

In-house Standards,

Price Range:

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Main Sales Markets:

North America,Central/South America,Western Europe,Eastern Europe,Australasia,Eastern Europe,Australasia,Asia,Middle East,Africa

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Shanghai Haoyuan Chemexpress Co., Ltd.

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Basic Info

CAS Number

51154-06-4

Pharmacopoeia

In-house Standards

Grade

pharmaceutical grade

Is Manufacturer

YES

Samples Provided

Packaging & Delivery

Packaging Specification

Product Description

Intermediate of Paxlovid Intermediate for the treatment of Antibiotics are antibacterial

AI Product Description

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

BOC-3,4-dehydro-proline-OH, often referred to in chemical catalogs by its specific structural designation or related synonyms like BOC-trans-4-hydroxy-L-proline derivatives with unsaturation, is a specialized amino acid building block widely utilized in modern medicinal chemistry and peptide synthesis. While the exact CAS registry number for "BOC-3,4-dehydro-pro-OH" requires precise verification against current databases due to potential nomenclature variations, it generally corresponds to a protected form of an unsaturated proline analog. The compound typically features a tert-butyloxycarbonyl (Boc) protecting group on the nitrogen atom, which ensures stability during synthetic sequences, while retaining a free carboxylic acid moiety essential for amide bond formation. The core structure incorporates a double bond between the C3 and C4 positions of the pyrrolidine ring, introducing significant conformational rigidity compared to standard proline. This unique geometric constraint makes it invaluable for designing peptides with defined secondary structures, such as beta-turns or constrained loop motifs, which are critical for enhancing metabolic stability and receptor binding affinity in drug discovery programs. In pharmaceutical research, this reagent serves as a key precursor for synthesizing cyclic peptides, enzyme inhibitors, and potential therapeutic agents targeting oncology, infectious diseases, and autoimmune disorders. The presence of the dehydro functionality allows chemists to explore novel spatial arrangements that can improve pharmacokinetic properties. Furthermore, the Boc group provides necessary protection against side reactions during solid-phase peptide synthesis (SPPS), allowing for high-purity product isolation after final deprotection steps. Researchers frequently employ this molecule to introduce structural diversity into peptide libraries, facilitating high-throughput screening efforts. Its utility extends beyond simple building blocks; it acts as a scaffold for developing peptidomimetics that resist proteolytic degradation. As the demand for complex bioactive molecules grows, compounds like this remain indispensable tools for organic chemists aiming to bridge the gap between theoretical design and practical application in small-molecule drug development. Proper handling under inert atmospheres is recommended to maintain the integrity of the sensitive alkene and carbamate functionalities.