55362-75-9

Basic information

• Product Name: BOC-2-AMINO-2-FURANACETIC ACID
• Synonyms: TERT-BUTOXYCARBONYLAMINO-FURAN-2-YL-ACETIC ACID;BOC-2-AMINO-2-FURANACETIC ACID
• CAS NO: 55362-75-9
• Molecular Formula: C11H15NO5
• Molecular Weight: 241.24
• Product Categories: pharmacetical
• Mol File: 55362-75-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 363.3°C at 760 mmHg
• Flash Point: 173.5°C
• Appearance: /
• Density: 1.235g/cm³
• Vapor Pressure: 6.5E-06mmHg at 25°C
• Refractive Index: 1.507
• CAS DataBase Reference: BOC-2-AMINO-2-FURANACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-2-AMINO-2-FURANACETIC ACID(55362-75-9)
• EPA Substance Registry System: BOC-2-AMINO-2-FURANACETIC ACID(55362-75-9)

Safety Data

• Hazardous Substances Data: 55362-75-9(Hazardous Substances Data)

Usage

General Description

BOC-2-amino-2-furanacetic acid, also known as Boc-AF-OH, is a derivative of furanacetic acid that is commonly used as a building block in the synthesis of various pharmaceuticals and organic compounds. It contains a Boc (tert-butoxycarbonyl) protecting group, which can be selectively removed under mild conditions to reveal the amino group for further chemical reactions. Boc-AF-OH is often utilized in peptide synthesis and as a starting material for the preparation of heterocyclic compounds. Its unique structure and reactivity make it a valuable and versatile chemical in organic chemistry research and drug development.

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 articles and documents

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.

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.