310404-44-5

Basic information

• Product Name: Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-
• Synonyms: Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-;3-dioxo-2H-isoindol-2-yl)oxy]-3-Methyl-;XWFIRGMUEUYWAL-SNVBAGLBSA-N
• CAS NO: 310404-44-5
• Molecular Formula: C₁₃H₁₃NO₅
• Molecular Weight: 263.25
• Product Categories: API intermediates
• Mol File: 310404-44-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 435.79°C at 760 mmHg
• Flash Point: 217.358°C
• Appearance: /
• Density: 1.397g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.601
• PKA: 3.48±0.10(Predicted)
• CAS DataBase Reference: Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-(310404-44-5)
• EPA Substance Registry System: Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-(310404-44-5)

Safety Data

• Hazardous Substances Data: 310404-44-5(Hazardous Substances Data)

Usage

General Description

The chemical "Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)-" is a compound with a molecular formula of C13H15NO5. It is a derivative of butanoic acid and contains a 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl group. Butanoic acid, 2-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)oxy]-3-methyl-, (2R)- exists in a stereochemically pure form, specifically the (2R)-enantiomer. Its precise uses and applications are not readily available, but it could potentially be used as a pharmaceutical intermediate or in research and development. As with any chemical compound, its handling and use should be in accordance with proper safety protocols.

InChI:InChI=1/C13H13NO5/c1-7(2)10(13(17)18)19-14-11(15)8-5-3-4-6-9(8)12(14)16/h3-7,10H,1-2H3,(H,17,18)/t10-/m1/s1

Upstream product

• 380886-38-4 D-tert-butyl 2-phthalimid-N-oxy-3-methylbutanoate 
• 65138-05-8 (S)-2-hydroxy-3-methylbutyric acid benzyl ester 
• 17407-55-5 (S)-2-Hydroxy-3-methylbutanoic acid 
• 72-18-4 L-valine 
• 310404-39-8 benzyl (R)-3-methyl-2-phthalimidooxybutanoate 

Relevant articles and documents

Chiral α-aminoxy acid/achiral cyclopropane α-aminoxy acid unit as a building block for constructing the α N-O helix

(Figure Presented) The monomer 1 derived from achiral 1-(aminoxy) cyclopropanecarboxylic acid (OAcc) and oligopeptides 2-9 consisting of a chiral α-aminoxy acid and an achiral α-aminoxy acid such as OAcc were synthesized and their structures characterized. The eight-membered-ring intramolecular hydrogen bond, namely the α N-O turn, was formed between adjacent residues independent of their chirality. However, the helix formation was sequence-dependent. Dipeptide 2 bearing chiral α-aminoxy acid (d-OAA) at the N-terminus and achiral OAcc at the C-terminus preferentially adopted a right-handed 1.88 helical structure, but dipeptide 3 (OAcc-d-OAA) did not. Theoretical calculation results, in good agreement with experimental ones, revealed that the biased handedness of α N-O turn found in OAcc residue depends on its preceding chiral residue. It was then found that the helical conformation was destroyed in the case of oligopeptides 6 and 7 [OAA-(OAcc) n, n = 2, 3]. The crystal structure of tripeptide 8 ( iPrCO-d-OVal-OAcc-d-OVal-NHiBu) further disclosed the helical structure formed by three consecutive homochiral α N-O turns. This study has uncovered achiral aminoxy acid residues such as the OAcc unit as a useful building block to be incorporated into chiral aminoxy peptides to mimic chiral helix structure.

A concise asymmetric route to chiral α-aminoxy acids

An efficient three-step method has been developed for enantioselective synthesis of chiral α-aminoxy acids from, aldehydes. In this method, chiral propargylic alcohols are obtained by asymmetric addition of terminal alkynes to aldehydes. The hydroxyl grou