35019-66-0

Basic information

• Product Name: (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine
• Synonyms: (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine;(4S,5S)-(+)-5-AMINO-2,2-DIMETHYL-4-PHENYL-11,3-DIOXANE);(4S,5S)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane;(4S)-2,2-Dimethyl-4β-phenyl-1,3-dioxane-5β-amine;(4S,5S)-4-Phenyl-2,2-dimethyl-1,3-dioxane-5-amine;[4S,(+)]-2,2-Dimethyl-4β-phenyl-1,3-dioxan-5β-amine
• CAS NO: 35019-66-0
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.26888
• EINECS: 252-319-1
• Mol File: 35019-66-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 303.1°Cat760mmHg
• Flash Point: 149.5°C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 0.000951mmHg at 25°C
• Refractive Index: 1.505
• CAS DataBase Reference: (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine(35019-66-0)
• EPA Substance Registry System: (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine(35019-66-0)

Safety Data

• Hazardous Substances Data: 35019-66-0(Hazardous Substances Data)

Usage

General Description

The chemical compound (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine is a chiral amine with a bicyclic structure containing a dioxane ring. It is a tertiary amine, meaning that it has three alkyl or aryl substituents attached to the nitrogen atom. The compound is also characterized by its stereochemistry, with the (4S,5S) designation indicating the configuration of its asymmetric carbon atoms. (4S,5S)-2,2-dimethyl-4-phenyl-1,3-dioxan-5-amine may have potential applications in organic synthesis, pharmaceuticals, and materials science due to its unique structure and properties. However, its specific uses and applications would depend on further research and development.

InChI:InChI=1/C12H17NO2/c1-12(2)14-8-10(13)11(15-12)9-6-4-3-5-7-9/h3-7,10-11H,8,13H2,1-2H3/t10-,11-/m0/s1

Upstream product

• 4508-82-1 (+/-)-2,2-dimethyl-4r-phenyl-[1,3]dioxan-5c-ylamine 
• 102224-22-6 (4S,5S)-5-(formylamino)-2,2-dimethyl-4-phenyl-1,3-dioxane 
• 28143-91-1 (1S,2S)-2-amino-1-phenyl-1,3-diol 
• 51317-78-3 (1S,2S)-2-formylamino-1-phenyl-1,3-propanediol 
• 116-11-0 2-Methoxypropene 
• 67-64-1 acetone 

Downstream Products

• 36808-10-3 5-bromo-2,2-dimethyl-4-phenyl-[1,3]dioxane 
• 4508-83-2 (+/-)-dichloroacetic acid-(2,2-dimethyl-4r-phenyl-[1,3]dioxan-5c-ylamide) 
• 147781-29-1 (-)-(4R,5R)-5-amino-2,2-dimethyl-4-phenyl-1,3-dioxane 
• 97036-28-7 (2S)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-2-(3-thienyl)acetonitril 
• 97036-26-5 (2R)-(+)-2-<(4S,5S)-(2,2-Dimethyl-4-phenyl-1,3-dioxan-5-yl)amino>-2-(3-thienyl)acetonitril 
• 97036-24-3 (4S,5S)-(+)-2,2-Dimethyl-4-phenyl-5-<(3-thienylmethylen)amino>-1,3-dioxan 
• 108594-40-7 ((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-[1-(3-methoxy-phenyl)-meth-(E)-ylidene]-amine 
• 169274-92-4 ((4S,5S)-2,2-Dimethyl-4-phenyl-[1,3]dioxan-5-yl)-[3-phenyl-prop-2-yn-(E)-ylidene]-amine 
• 112681-11-5 (2S,4'S,5'S)-N-(2,2-dimethyl-4-phenyl-1,3-dioxan-5-yl)-2-formamido-3-phenylpropionamide 

Relevant articles and documents

A chemoenzymatic and fully stereocontrolled total synthesis of the antibacterial natural product (-)-platencin

The natural product (-)-platencin is a potent antibacterial agent that exerts its effects through a novel mode of action. As such, it is an important lead in the development of next-generation antibacterials that are urgently needed because of the rapidly developing resistance to current therapies. The work reported here concerns the development of a convergent and chemoenzymatic total synthesis of (-)-platencin by methods that should provide access to a range of biologically relevant analogues. The key step involves a thermally promoted and facially selective intramolecular Diels-Alder (IMDA) cycloaddition reaction to give an adduct that embodies the tricarbocyclic core of (-)-platencin. This adduct was elaborated over thirteen steps to the natural product. The substrate for the IMDA reaction was prepared by Stille cross-coupling of a Z-configured alkenylstannane with an iodinated diene obtained in an enantiomerically pure form through the whole-cell biotransformation of iodobenzene.

New chiral iminium salt catalysts for asymmetric epoxidation

A range of enantiomerically pure 4-substituted 5-amino-1,3-dioxanes has been condensed with 2-(2-bromoethyl)benzaldehyde to produce chiral dihydroisoquinolinium salts, which are effective asymmetric catalysts for the epoxidation of simple alkenes, giving ees of up to 71 %. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

AN IMPROVED SYNTHESIS OF (4S,5S)-2,2-DIMETHYL-4-PHENYL-1,3-DIOXAN-5-AMINE

The title compound is prepared in 78percent yield using an improved one-pot procedure which does not require final purification.