62501-72-8

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-(Hydroxymethyl)-1,4-Benzodioxane is used as an intermediate in the synthesis of various pharmaceutical compounds for its ability to be incorporated into complex molecular structures.
Used in Chemical Synthesis:
(R)-2-(Hydroxymethyl)-1,4-Benzodioxane is used as a building block in the synthesis of more complex organic molecules, contributing to the development of new chemical entities with potential applications in various industries.
Used in Research and Development:
(R)-2-(Hydroxymethyl)-1,4-Benzodioxane is used as a research compound in academic and industrial laboratories to study its properties and explore its potential applications in different fields, including material science and drug discovery.

Upstream product

• 119702-05-5 Acetic acid (R)-1-bromomethyl-2-(2-hydroxy-phenoxy)-ethyl ester 
• 108-05-4 vinyl acetate 
• 3663-82-9 2-hydroxymethyl-2,3-dihydrobenzo[1,4]dioxin 
• 156357-40-3 (2S)-2-Carboxy-7-hydroxy-2,3-dihydro-1,4-benzodioxin 
• 160657-99-8 7-hydroxy-2,3-dihydrobenzo[1,4]dioxine-2-carboxylic acid 
• 75280-32-9 7-Acetyl-2,3-dihydro-1,4-benzodioxin-2-carboxylic acid ethyl ester 
• 160657-86-3 7-acetyl-2,3-dihydro-1,4-benzodioxin-2-carboxylic acid amide 
• 177351-41-6 7-methoxy-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxylic acid 
• 4739-94-0 ethyl 2,3-dihydro-1,4-benzodioxin-2-carboxylate 
• 95-56-7 2-hydroxybromobenzene 
• 51594-55-9 (R)-(-)-epichlorohydrin 
• 120-80-9 benzene-1,2-diol 
• 386702-67-6 (R)-3-(2-bromo-phenoxy)-propane-1,2-diol 
• 62501-71-7 (R)-2-benzyloxymethyl-2,3-dihydrobenzodioxane 

Downstream Products

• 104874-86-4 (R)-doxazosin 
• 104874-86-4 (S)-doxazosin 
• 401941-54-6 (S)-N-(1,4-benzodioxan-2-carbonyl)piperazine 
• 1415584-44-9 (S)-N-Boc-(1,4-benzodioxan-2-carbonyl)piperazine 
• 70918-54-6 (S)‐1,4‐benzodioxane‐2‐carboxylic acid 
• 1351164-16-3 (2S)-2,3-dihydro-1,4-benzodioxin-2-ylmethyl 4-nitrobenzenesulfonate 
• 1356963-69-3 C₂₇H₂₆ClNO₆ 
• 119746-72-4 (S)-2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-{[(R)-1-(2,3-dihydro-benzo[1,4]dioxin-2-yl)methyl]-methyl-amino}-ethyl) ester 5-methyl ester 
• 119746-76-8 (R)-2,6-Dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-{[(R)-1-(2,3-dihydro-benzo[1,4]dioxin-2-yl)methyl]-methyl-amino}-ethyl) ester 5-methyl ester 
• 115649-79-1 (+)-Spiroxatrine 

Relevant academic research and scientific papers

Palladium-Catalyzed Asymmetric Dihydroxylation of 1,3-Dienes with Catechols

A palladium-catalyzed asymmetric dihydroxylation of 1,3-dienes with catechols is developed using chiral pyridinebis(oxazoline) ligands. Various chiral 2-substituted 1,4-benzodioxanes could be synthesized with moderate to high yields and enantioselectivities from readily available starting materials. The reaction is proposed to proceed through a cascade Wacker-type hydroxypalladation/asymmetric allylation process.

Enantioselective Synthesis of Chiral Oxygen-Containing Heterocycles Using Copper-Catalyzed Aryl C-O Coupling Reactions via Asymmetric Desymmetrization

An enantioselective desymmetric aryl C-O coupling reaction was demonstrated under the catalysis of CuI and a chiral cyclic diamine ligand. A series of chiral oxygen-containing heterocyclic units such as 2,3-dihydrobenzofurans, chromans, and 1,4-benzodioxanes with tertiary or quaternary stereocarbon centers were synthesized with this method. DFT calculations were also carried out for a better understanding of the model for enantiocontrol.

Synthesis of enantiomerically pure 7-hydroxy-2-substituted-2,3-dihydro-1,4-benzodioxin derivatives

A rapid and simple procedure for the preparation of the two pure enantiomers of 7-hydroxy-2-substituted-2,3-dihydro-1,4-benzodioxin derivatives is described.

Method for synthesizing optically pure 2-hydroxymethyl-1,4-benzodioxin and derivatives of optically pure 2-hydroxymethyl-1,4-benzodioxin

The invention discloses a method for synthesizing optically pure 2-hydroxymethyl-1,4-benzodioxin and derivatives of the optically pure 2-hydroxymethyl-1,4-benzodioxin. The method comprises the steps that cheap 2-bromophenol or derivatives of the 2-bromoph

Preparation method of 1,4-benzdioxan-2-formic acid

The invention provides a preparation method of 1,4-benzdioxan-2-formic acid. The preparation method comprises the following steps: by taking benzylodiglycidyl ether and o-halogen phenol as raw materials, performing cyclization reaction, debenzylation reaction and oxidization reaction to obtain the 1,4-benzdioxan-2-formic acid. The preparation method provided by the invention is simple in reactionprocess; as the benzylodiglycidyl ether and the o-halogen phenol are used as the raw materials for reaction, no pollutants are produced, and no-irritative and no-allergic objects are produced; compared with other existing lines, the preparation method is environmentally friendly, high in total yield and favorable for mass production; the ee value of the finally prepared 1,4-benzdioxan-2-formic acid is more than or equal to 99 percent, and the chiral purity is high.

Method for synthesizing doxazosin

The invention discloses a method for synthesizing doxazosin and belongs to the technical field of chemical synthesis. According to the method, the doxazosin is synthesized by adopting a synthesis route, represented by formulae shown in the description, different from the conventional technologies, and thus a novel synthesis route is provided for preparing the doxazosin; and the method has the advantages of moderate conditions, simple and convenient steps and high yield, and the doxazosin can be obtained simply and efficiently.

Method for synthesizing asymmetric C-O coupled compound and application of asymmetric C-O coupled compound

The invention discloses a method for synthesizing an asymmetric C-O coupled compound and application of the asymmetric C-O coupled compound and belongs to the technical field of chemical synthesis. According to the method, a compound represented by a form

DOPAMINE D2 RECEPTOR LIGANDS

The present invention relates to novel dopamine D2 receptor ligands. The invention further relates to functionally-biased dopamine D2 receptor ligands and the use of these compounds for treating or preventing central nervous system and systemic disorders associated with dysregulation of dopaminergic activity. The present invention relates to novel compounds that modulate dopamine D2 receptors. In particular, compounds of the present invention show functional selectivity at the dopamine D2 receptors and exhibit selectivity downstream of the D2 receptors, on the 0- arrestin pathway and/or on the cAMP pathway.

Pd-catalyzed asymmetric intramolecular aryl c-o bond formation with SDP(O) ligand: Enantioselective synthesis of (2,3-Dihydrobenzo[ b ][1,4]dioxin-2-yl)methanols

Employing a chiral spirodiphosphine monoxide ligand with 1,1′-spirobiindane backbone (SDP(O)), a desymmetrization strategy of Pd-catalyzed intramolecular asymmetric aryl C-O coupling of 2-(2-halophenoxy)propane-1,3-diols, was developed. The SDP(O) ligand shows much better results than its SDP counterpart. The protocol provides an efficient and highly enantioselective method for the synthesis of 2-hydroxymethyl-1,4-benzodioxanes. Density functional theory studies provide a model that accounts for the origin of the enantioselectivity.

From 2-aminomethyl-1,4-benzodioxane enantiomers to unichiral 2-cyano- and 2-carbonyl-substituted benzodioxanes via dichloroamine

2-Substituted 1,4-benzodioxanes, such as 2-cyano-, 2-methoxycarbonyl-, 2-aminocarbonyl-, and 2-formyl-1,4-benzodioxane, are key synthons that for the most part are never described as enantiomers or are inadequately characterized for enantiomeric purity. They were prepared by quantitative N,N-dichlorination of (R)- and (S)-2-aminomethyl-1,4-benzodioxane and successive functional group conversions in high yields without any racemization of the stereogenic benzodioxane C(2).