46049-48-3

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2,3-dihydro-1,4-Benzodioxin-2-methanamine is used as an intermediate in the synthesis of pharmaceutical compounds due to its chiral nature and unique ring structure. Its presence in the molecular structure can influence the biological activity and selectivity of the final drug product.
Used in Chemical Synthesis:
(R)-2,3-dihydro-1,4-Benzodioxin-2-methanamine serves as a building block in the synthesis of other complex organic compounds. Its unique ring structure and chiral center provide opportunities for the development of novel chemical entities with potential applications in various industries.
Used in Organic Chemistry:
(R)-2,3-dihydro-1,4-Benzodioxin-2-methanamine is used as a ligand in asymmetric catalysis reactions. Its chiral nature allows for the selective formation of enantiomerically pure products, which is crucial in the synthesis of biologically active compounds and pharmaceuticals.
Note: Although the chemical "2,3-dihydro-1,4-Benzodioxin-2-methanamine" does not exist in chemical databases, the provided information highlights its potential applications based on its structural features and chiral properties.

InChI:InChI=1/C9H11NO2/c10-5-7-6-11-8-3-1-2-4-9(8)12-7/h1-4,7H,5-6,10H2/t7-/m1/s1

Upstream product

• 753022-86-5 (R)-3-(2-hydroxyphenoxy)-1,2-bis(tosyloxy)propane 
• 62703-32-6 (R)-3-(2-benzyloxyphenoxy)-1,2-propanediol acetonide 
• 753022-84-3 (R)-3-(2-benzyloxyphenoxy)-1,2-bis(mesyloxy)propane 
• 119702-00-0 (S)-3-(2-benzyloxyphenoxy)-1,2-propanediol 
• 950725-72-1 (S)-1,4-benzodioxane-2-carboxamide 
• 3663-79-4 methyl 2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylate 
• 164515-27-9 (2S)-1-(2'-benzyloxyphenoxy)-2-tosyloxy-3-benzyloxypropane 
• 164515-26-8 (2S)-1-(2'-benzyloxyphenoxy)-3-benzyloxy-2-propanol 
• 62501-71-7 (R)-2-benzyloxymethyl-2,3-dihydrobenzodioxane 
• 62501-72-8 (R)-2-hydroxymethyl-1,4-benzodioxane 
• 62501-73-9 (2S)-2-(hydroxymethyl)-1,4-benzodioxan tosylate 
• 650597-69-6 (S)-2-((mesyloxy)methyl)-1,4-benzodioxane 
• 6272-38-4 O-benzylcatechol 
• 753022-89-8 (R)-2-((azido)methyl)-1,4-benzodioxane 

Downstream Products

• 81602-24-6 (R)-WB-4101 
• 62501-72-8 (R)-2-hydroxymethyl-1,4-benzodioxane 
• 650597-66-3 (S)‐methyl 1,4‐benzodioxane‐2‐carboxylate 
• 1191886-13-1 C₂₅H₂₃NO₅ 
• 1191886-14-2 C₂₅H₂₃NO₆ 

Relevant academic research and scientific papers

Crystallization-based resolution of 1,4-benzodioxane-2-carboxylic acid enantiomers via diastereomeric 1-phenylethylamides

Unlike the diastereomeric 1-phenylethylammonium salts, the diastereomeric N-1-phenylethylamides of (S)- and (R)-1,4-benzodioxane-2-carboxylic acid show significant differences in fusibility and solubility so as to be efficiently resolved by precipitation of the less soluble diastereomer (>98% de), while chromatographic purification of the unprecipitated fraction affords the more soluble one (>99% de). Overall, 95% of the former and 80% of the latter are recovered. The hydrolysis of the two resolved amides provides the two acid enantiomers and the resolving amine in quantitative yield and with unchanged stereoisomeric purity.

COMPOSITIONS AND METHODS FOR CYCLOFRUCTANS AS SEPARATION AGENTS

The present invention relates to derivatized cyclofructan compounds, compositions comprising derivatized cyclofructan compounds, and methods of using compositions comprising derivatized cyclofructan compounds for chromatographic separations of chemical species, including enantiomers. Said compositions may comprise a solid support and/or polymers comprising derivatized cyclofructan compounds.

Structure-affinity studies for a novel series of homochiral naphtho and tetrahydronaphtho analogues of α1 antagonist WB-4101

A number of enantiomeric pairs of naphthodioxane, tetrahydronaphthodioxane and naphthoxy analogues of WB-4101 (1) were designed and synthesized in order to improve the selectivity profile of the parent compound, hopefully in favour of the α1a-AR with respect to the other two α1 subtypes and the 5-HT1A receptor. The new compounds 2-8 and, in addition, the two enantiomers of 1 were tested in binding assays on the α1a-AR, α1b-AR, α1d-AR, and the 5-HT1A receptor. Two of them, namely the naphtho- and tetrahydronaphthodioxane derivatives (S)-2 and (S)-3, showed lower, but significantly more specific α1a affinity than (S)-1, while the two enantiomers of the 2-methoxy-1-naphthoxy analogue 6 maintained most of the very high α1a affinity of (S)-1 and its α1a versus α1b selectivity slightly increasing the α1a/α1d and α1a/5HT 1A affinity ratios. The SAR data were evaluated in the light of known α1 subtype pharmacophores and of the α1a-AR binding mode of WB-4101 resultant from literature mutagenesis studies disclosing some interesting consonances with these models.