70771-85-6

Upstream product

• 64-17-5 ethanol 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 298-12-4 Glyoxilic acid 
• 924-44-7 glyoxylic acid ethyl ester 
• 622-33-3 N-benzyloxyamine 

Downstream Products

• 73198-49-9 ethyl 2-(O-benzylhydroxylamino)-butanoate 
• 1159387-09-3 C₈H₁₂O₃ 
• 1159386-97-6 ethyl 2-(benzyloxyamino)-3-methylenepent-4-enoate 
• 1373273-92-7 ethyl 2-(benzyloxyamino)-pent-4-enoate 

Relevant academic research and scientific papers

Radical Transformation of Aliphatic C-H Bonds to Oxime Ethers via Hydrogen Atom Transfer

Herein, we describe a strategy for conversion of aliphatic C-H bonds to oxime ethers via hydrogen atom transfer. In this strategy, the decatungstate anion and sulfate radical play complementary roles in the abstraction of hydrogen atoms from primary, secondary, and tertiary C-H bonds of alkanes. The easy accessibility of alkanes and the broad substrate scope, mild conditions, and excellent regioselectivity of these reactions make this strategy applicable for the transformation of raw materials to high-value chemicals.

Structure-property relationship study of n-(hydroxy)peptides for the design of self-assembled parallel β-sheets

The design of novel and functional biomimetic foldamers remains a major challenge in creating mimics of native protein structures. Herein, we report the stabilization of a remarkably short β-sheet by incorporating N-(hydroxy)glycine (Hyg) residues into the backbone of peptides. These peptide- peptoid hybrids form unique parallel β-sheet structures by selfassembly upon hydrogenation. Our spectroscopic and crystallographic data suggest that the local conformational perturbations induced by N-(hydroxy)amides are outweighed by a network of strong interstrand hydrogen bonds.

Polarity Umpolung Strategy for the Radical Alkylation of Alkenes

Free radical mediated alkylation of alkenes is a challenging and largely unmet goal. Disclosed here is a conceptually novel “polarity umpolung” strategy for radical alkylation of alkenes using a portfolio of easily accessed, difunctional alkylating reagen

Synthetic method for the preparation of 2-aminomethyl-1,3-diene derivatives through indium-mediated 1,3-butadien-2-ylation of imines

An efficient method for the preparation of a variety of 2-aminomethyl-1,3-dienes was developed through the reaction of imines with organoindium reagent generated in situ from indium and 1,3-dibromo-2-butyne. Three-component reactions of aldehydes, amines,

5-Hydroxy[1,2]oxazinan-3-ones as potential carbapenem and D-ala-D-ala surrogates

The title compounds are amino acids whose nitrogen atom is enclosed in a six-membered cyclic hydroxamate bearing a C5-hydroxyl group. They belong to a proposed new family of antibacterial agents targeted to the penicillin receptor. The glycine and alanine members of the family have been synthesized, as racemates, in seven steps from the four-carbon synthon diketene and the tert-butyl esters of N-hydroxyglycine and N-hydroxyalanine. Numerous alternatives to diketene have also been examined, but these lead mainly to five-membered cyclic hydroxamates. The theoretical considerations that have led to this synthetic programme are discussed in some detail. They include analysis of the structures of natural and unnatural penicillin surrogates, analysis of the penicillin pharmacophore, and a treatment of the chemical reaction with which penicillin blocks bacterial cell wall synthesis. The glycine derivative exhibits marginal but real activity vs. Micrococcus luteus. The alanine derivative, which more closely resembles D-ala-D-ala, is fifty times more active. Two five-membered structural isomers of the glycine derivative are inactive.

Photoinduced Formation of β-Oxy-α,α-disubstituted-α-amino Acid Derivatives from Ketoximes

(matrix presented) The first intermolecular radical addition onto ketoxime ethers is described. β-Oxygenated quaternary α-amino acid derivatives II were obtained upon irradiation of α-alkoxycarbonyl ketoxime ethers I in the presence of suitable α-alkoxy carbon radical precursors and a sensitizer.