91190-38-4

Basic information

• Product Name: (Z)-N-(1-deoxy-2,3-isopropylidene-D-glycero-1-ylidene)benzylamine N-oxide
• CAS NO: 91190-38-4
• Molecular Weight: 235.283
• Mol File: 91190-38-4.mol

Chemical Properties

• CAS DataBase Reference: (Z)-N-(1-deoxy-2,3-isopropylidene-D-glycero-1-ylidene)benzylamine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-(1-deoxy-2,3-isopropylidene-D-glycero-1-ylidene)benzylamine N-oxide(91190-38-4)
• EPA Substance Registry System: (Z)-N-(1-deoxy-2,3-isopropylidene-D-glycero-1-ylidene)benzylamine N-oxide(91190-38-4)

Safety Data

• Hazardous Substances Data: 91190-38-4(Hazardous Substances Data)

Upstream product

• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 622-30-0 N-benzyl hydroxylalmine 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 52373-72-5 methyl (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 

Downstream Products

• 227622-58-4 (3S,4′S)-2-benzyl-3-(2′,2′-dimethyl-1′,3′-dioxolan-4′-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine 
• 444307-95-3 (3S,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-[2-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine 
• 852210-48-1 (3R,4'S)-2-benzyl-3-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-4-[2-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine 
• 143539-87-1 N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-threo-triitol 
• 143539-87-1 N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol 
• 183967-78-4 N-benzyl-1-cyano-1-deoxy-1-((trimethylsiloxy)amino)-2,3-O-isopropylidene-D-threo-triitol 
• 210415-79-5 (S)-4-(Benzyl-hydroxy-amino)-4-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-2-ynoic acid methyl ester 
• 643049-43-8 (3R,4'S)-2-benzyl-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-4,4-dimethyl-1,2-isoxazolidin-5-one 
• 110995-53-4 2-benzyl-3-<1,2-O-(1-methylethylidene)>-5-carbomethoxyisoxazolidine 

Relevant articles and documents

Synthesis of four stereoisomers of 5-amino-2,5-dideoxy-heptono-1,5-lactams

The reaction of 2-trimethylsilyloxyfuran with a glyceraldehyde derived nitrone is examined under different reaction conditions. The four intermediates, tetrahydrofuro[2,3-d]isoxazol-5(2H)ones, were separated by combined chromatographic-crystallisation techniques. The synthetic versatility of tetrahydrofuro[2,3-d]isoxazol-5(2H)ones is demonstrated by a direct high yielding conversion into 5-amino-2,5-dideoxy-heptono-1,5-lactoms upon simple hydrogenolysis in the presence of Pearlman catalyst.

Zinc Iodide-Mediated Direct Synthesis of 2,3-Dihydroisoxazoles from Alkynes and Nitrones

A zinc diiodide (ZnI2)-mediated direct synthesis of 2,3-dihydroisoxazoles via a [3+2] cycloaddition reaction of the nitrones and non-electron-deficient terminal alkynes has been developed. This method was applied in the formal synthesis of HPA-12 and aminoglucose.

Diastereoselective synthesis of β-lactams via Kinugasa reaction of acyclic chiral nitrones

An approach to β-lactams via a Kinugasa reaction between chiral copper acetylides and chiral acyclic nitrones bearing either 1,3-dioxane or 1,3-dioxolane moieties is reported. The stereochemical preferences observed in these reactions are discussed. The reaction provides access to a variety of interesting β-lactam structures. Electronic circular dichroism in combination with NMR spectroscopy was shown to be a useful and effective method for the reliable determination of the absolute configuration of all components of a complex mixtures of azetidinones. The effectiveness of the chiral analysis of complex mixtures was demonstrated for HPLC coupled on-line with electronic circular dichroism detection as well.

OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF

The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

A concise formal synthesis of (S)-vigabatrin based on nitrone umpolung

A short, formal synthesis of (S)-vigabatrin is described, from readily available 2,3-diprotected D-glyceraldehyde (5). The key step of this synthesis involves a samarium diiodide-induced reductive coupling of the corresponding nitrone with alkyl acrylates

Diastereoselective nucleophilic addition of acetylide to N-benzyl-2, 3- O-isopropylidene-D-glyceraldehyde nitrone (BIGN). Stereodivergent synthesis of β-hydroxy-α-(hydroxyamino)- and βhydroxy-α-amino acids

The stereocontrolled nucleophilic addition of lithium trimethylsilyl acetylide to the N-benzyl nitrone (BIGN) derived from 2,3-O-isopropylidene- D-glyceraldehyde, followed by oxidative cleavage of the ensuing propargyl hydroxylamines resulted in an efficient stereodivergent synthesis of fully protected epimeric N. hydroxy α-amino esters 8 and 13 as well as the corresponding α-amino esters 9 and 14.

Stereoselective aminohomologation of chiral α-alkoxy aldehydes via thiazole addition to nitrones. Application to the synthesis of N-acetyl-D-mannosamine

The addition of 2-lithiothiazole to nitrones derived from D-glyceraldehyde and D-arabinose affords anti-adducts from which α-amino aldehydes are revealed by thiazole-to-formyl deblocking. The methodology provides a new synthesis of N-acetyl D-mannosamine

Chemistry of O-Silylated Ketene Acetals: Stereocontrolled Synthesis of 3-Benzoylamino-2,3-dideoxypentoses by a 1,3-Addition to Chiral Nitrones

The stereochemistry of 1,3-addition of ketene acetals (1a,b) to the chiral nitrones (4a-d) derived from 2,3-O-isopropylidene-D-glyceraldehyde was examined.The reaction of ketene methyl tert-butyldimethylsilyl acetal (1a) with the N-benzylnitrone (4a) prod

THE STRUCTURE OF LEPTOSPHAERIN

The structure and relative configuration of leptosphaerin, a metabolite of the marine ascomycete Leptophaeria oraemaris (Linder) was established as 2 by spectral analysis and elimination of an alternative structure 1 through synthesis.