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Usage

Uses

Used in Pharmaceutical Synthesis:
BOC-2-AMINO-2-FURANACETIC ACID is used as a key intermediate for the development of pharmaceuticals, particularly in the synthesis of novel drug candidates. Its unique structure and reactivity enable the creation of a diverse range of bioactive compounds with potential therapeutic applications.
Used in Organic Chemistry Research:
BOC-2-AMINO-2-FURANACETIC ACID is used as a research chemical for exploring new synthetic pathways and reaction mechanisms in organic chemistry. Its Boc protecting group allows for selective reactions, facilitating the study of complex organic transformations.
Used in Peptide Synthesis:
BOC-2-AMINO-2-FURANACETIC ACID is used as a building block in peptide synthesis, providing a protected amino acid that can be incorporated into peptide sequences. The selective removal of the Boc group enables the stepwise assembly of peptides with precise control over the reaction conditions.
Used in Heterocyclic Compound Preparation:
BOC-2-AMINO-2-FURANACETIC ACID is used as a starting material for the preparation of heterocyclic compounds, which are important in various fields such as medicinal chemistry, materials science, and agrochemistry. Its unique furan ring and amino functionality contribute to the synthesis of diverse heterocyclic scaffolds with potential applications in these areas.

InChI:InChI=1/C11H15NO5/c1-11(2,3)17-10(15)12-8(9(13)14)7-5-4-6-16-7/h4-6,8H,1-3H3,(H,12,15)(H,13,14)

Upstream product

• 190712-30-2 ((R)-1-Furan-2-yl-2-hydroxy-ethyl)-carbamic acid tert-butyl ester 
• 867193-16-6 4-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 
• 98-01-1 furfural 
• 4248-19-5 tert-butyl carbazate 
• 124-38-9 carbon dioxide 
• 1291065-88-7 C₂₂H₄₁NO₃Sn 
• 365441-84-5 [furan-2-yl-(toluene-4-sulfonyl)-methyl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of arylglycine and mandelic acid derivatives through carboxylations of α-amido and α-acetoxy stannanes with carbon dioxide

Incorporation reactions of carbon dioxide (CO2) with N-Boc-α-amido and α-acetoxy stannanes were developed using CsF as a mild tin activator. Monoprotected α-amido stannanes could be used, and the corresponding arylglycine derivatives were obtained in moderate-to-high yields under 1 MPa (10 atm) of CO2 pressure. α-Acetoxy stannanes also underwent carboxylation to afford mandelic acid derivatives in excellent yields under ambient CO2 pressure. Both transformations enabled the synthesis of α-tertiary and α-quaternary carboxylic acid derivatives. In addition, the chirality of (S)-N-tert-butylsulfonyl-α- amido stannanes was transferred with up to 90% inversion of configuration at 100 °C.

Highly enantioselective synthesis of orthogonally protected (2S)-2,3-diaminopropanoates through catalytic phase-transfer aza-Henry reaction

The syntheses of enantiomer-enriched orthogonally protected different (2S)-2,3-diaminopropanoates and unnatural furyl-substituted (tert-butoxy) carbonyl (Boc) as well as (benzyloxy)carbonyl (Cbz) protected amino acid esters are accomplished by means of an

One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis

Itas a gas: A novel one-pot process for the synthesis of α-amino acids from imine equivalents using CO2 gas as a carbon source has been developed. This reaction was made possible by the reagent combination of TMSSnBu3 and CsF (see scheme). Three successive reactions (imine formation, stannylation, and carboxylation) proceeded in the same flask under these conditions to give products in up to 79 % yield. Boc=tert-butoxycarbonyl, TMS=trimethylsilyl.

Enantioselective synthesis of dihydrofuranylglycine, furanylglycine, furanylalanine and homo-furanylalanine derivatives

Enantiomerically pure nor-furanomycin, furanylglycine, furanylalanine and homo-furanylalanine derivatives were prepared from appropriate amino acid derived dienes using ring-closing metathesis as the key step. Georg Thieme Verlag Stuttgart.