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Other Specialized Reagents

N-Boc-L-Phenylalaninol

Category:

Other Specialized Reagents

CAS NO:

66605-57-0

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

66605-57-0

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.

N-Boc-L-Phenylalaninol, chemically known as (S)-2-(tert-butoxycarbonylamino)-3-phenylpropan-1-ol, is a specialized chiral building block widely utilized in modern organic synthesis and medicinal chemistry. With the molecular formula C14H21NO3 and CAS Registry Number 156907-44-9, this compound serves as a crucial protected derivative of L-phenylalanine alcohol. The molecule features a tert-butyloxycarbonyl (Boc) group attached to the amino functionality, which provides excellent stability against various reaction conditions while allowing for selective deprotection under acidic environments when required. The primary application of N-Boc-L-Phenylalaninol lies in the asymmetric synthesis of bioactive peptides and peptidomimetics. As a non-natural amino acid analog, it is frequently employed as a scaffold for constructing complex pharmaceutical agents, including antiviral drugs, protease inhibitors, and novel antibiotics. Its chiral purity is paramount, ensuring that the resulting synthetic products maintain the specific stereochemical configuration necessary for biological activity. Researchers often utilize this reagent to introduce hydrophobic phenyl rings into peptide backbones, thereby enhancing metabolic stability and membrane permeability of drug candidates. Furthermore, this compound acts as a versatile intermediate in the preparation of advanced materials and functionalized ligands. In total synthesis campaigns, it facilitates the construction of macrocyclic structures or heterocyclic systems through well-established coupling protocols such as amide bond formation or reductive amination. The Boc protecting group allows chemists to manipulate other functional groups on the molecule without interference, offering significant flexibility in multi-step synthetic routes. Due to its commercial availability in high optical purity, it has become a standard reagent in both academic research laboratories and industrial process development settings. Overall, N-Boc-L-Phenylalaninol represents an essential tool for advancing the discovery and optimization of next-generation therapeutic compounds with precise structural control.