55362-75-9 Usage
Description
BOC-2-AMINO-2-FURANACETIC ACID, also known as Boc-AF-OH, is a derivative of furanacetic acid that serves as a versatile building block in the synthesis of various pharmaceuticals and organic compounds. It features a Boc (tert-butoxycarbonyl) protecting group, allowing selective removal under mild conditions to expose the amino group for subsequent chemical reactions. Boc-AF-OH is widely used in peptide synthesis and as a starting material for the preparation of heterocyclic compounds, making it a valuable and versatile chemical in organic chemistry research and drug development.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 55362-75-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,5,3,6 and 2 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 55362-75:
(7*5)+(6*5)+(5*3)+(4*6)+(3*2)+(2*7)+(1*5)=129
129 % 10 = 9
So 55362-75-9 is a valid CAS Registry Number.
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)
55362-75-9Relevant articles and documents
Synthesis of arylglycine and mandelic acid derivatives through carboxylations of α-amido and α-acetoxy stannanes with carbon dioxide
Mita, Tsuyoshi,Sugawara, Masumi,Hasegawa, Hiroyuki,Sato, Yoshihiro
experimental part, p. 2159 - 2168 (2012/06/01)
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.
One-pot synthesis of α-amino acids from imines through CO2 incorporation: An alternative method for strecker synthesis
Mita, Tsuyoshi,Chen, Jianyang,Sugawara, Masumi,Sato, Yoshihiro
supporting information; experimental part, p. 1393 - 1396 (2011/04/22)
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.
