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Other Specialized Reagents

(R)-2-(Tert-butoxycarbonylamino)-3-methoxypropanoic acid

Category:

Other Specialized Reagents

CAS NO:

86123-95-7

Standard:

In-house Standards,

Price Range:

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Main Sales Markets:

North America,Central/South America,Western Europe,Eastern Europe,Asia

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Capot Chemical Co., Ltd.

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Basic Info

CAS Number

86123-95-7

Pharmacopoeia

In-house Standards

Grade

pharmaceutical grade

Is Manufacturer

YES

Packaging & Delivery

Packaging Specification

1kg、5kg、25kg

Product Description

(R)-2-(Tert-butoxycarbonylamino)-3-methoxypropanoic acid、86123-95-7

AI Product Description

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

(R)-2-(Tert-butoxycarbonylamino)-3-methoxypropanoic acid is a specialized chiral building block widely utilized in modern organic synthesis, particularly within the pharmaceutical and agrochemical industries. With the molecular formula C9H17NO5 and the CAS Registry Number 100698-34-8, this compound serves as a critical precursor for the construction of complex peptidomimetics and bioactive molecules. The molecule features a protected amino group in the form of a tert-butyloxycarbonyl (Boc) moiety, which ensures stability during various synthetic steps while preventing unwanted side reactions at the nitrogen center. Simultaneously, the presence of a methoxy group on the propanoic acid backbone introduces unique steric and electronic properties that can influence the conformational behavior of the resulting peptides. This reagent is predominantly employed as a non-natural amino acid equivalent in solid-phase peptide synthesis (SPPS). Its primary function lies in its ability to introduce an ether linkage into peptide chains, mimicking specific structural motifs found in natural products or designed drug candidates. Researchers frequently utilize this compound to enhance the metabolic stability and membrane permeability of therapeutic peptides, addressing common limitations associated with native amino acids. Furthermore, the chiral integrity of the (R)-enantiomer is crucial for maintaining biological activity, as many receptors exhibit high stereoselectivity. The Boc protecting group allows for orthogonal deprotection strategies, enabling chemists to selectively remove the amine protection under acidic conditions without affecting other sensitive functional groups present in the molecule. In practical applications, this intermediate facilitates the efficient assembly of cyclic peptides, enzyme inhibitors, and potential antiviral agents. Its compatibility with standard coupling reagents makes it a versatile tool for medicinal chemists aiming to optimize lead compounds. By incorporating the methoxy-substituted scaffold, scientists can fine-tune the pharmacokinetic profiles of their synthesized molecules. Overall, (R)-2-(Tert-butoxycarbonylamino)-3-methoxypropanoic acid represents an essential component in the toolkit of contemporary chemical biology, bridging the gap between simple organic precursors and sophisticated, therapeutically relevant macromolecules through precise stereochemical control and robust synthetic utility.