27648-87-9

Upstream product

• 120-80-9 benzene-1,2-diol 
• 96-32-2 bromoacetic acid methyl ester 
• 96-34-4 methyl chloroacetate 

Downstream Products

• 5411-14-3 2-[2-(2-hydroxy-2-oxoethoxy)phenoxy]acetic acid 
• 779340-90-8 methyl (4-iodo-2-methoxycarbonylmethoxy-phenoxy)acetate 
• 931424-53-2 N-(3-dimethylamino-3,4-dihydro-2H-benzo[b][1,4]dioxepin-3-ylmethyl)-2-(4-methoxymethylene-cyclohexyl)-acetamide 
• 931424-52-1 N-(3-dimethylamino-3,4-dihydro-2H-benzo[b][1,4]dioxepin-3-ylmethyl)-2-(4-oxo-cyclohexyl)-acetamide 

Relevant academic research and scientific papers

The synthesis of macrocyclic diamides and tetramides containing phenol units

Thirteen new macrocyclic diamides and tetramides have been synthesized by reaction of methyl phenoxyacetates (readily obtained from various phenols) with α,ω-diamines in methanol as a solvent. Relationship between structure of esters and ratio of diamides to tetraamides has been investigated.

1,5-Benzodioxepin derivatives as a novel class of muscarinic M3 receptor antagonists

The structure-activity relationships of novel 1,5-benzodioxepin derivatives as muscarinic M1-M3 receptor antagonists are reported. Some of these compounds were found to possess high binding affinity for the muscarinic M3 r

Synthesis of benzodioxepinone analogues via a novel synthetic route with qualitative olfactory evaluation

Marine odorants represent a minor yet diverse class of substances within the fragrance industry, of which 7-methyl-2H-1,5-benzodioxepin-3(4H)-one (1) is commercially known as Calone 1951, a synthetic first in the area of marine-fragrance chemistry. To determine the extent to which the characteristic marine odor of Calone 1951 corresponds to the substitution at the benzo portion of the molecule, a variety of aromatic substituents were incorporated into the benzodioxepinone structure (Scheme 1, Table 3). In light of the difficulty experienced in applying patented literature to deriving the analogues 12-18, particularly those with electron-withdrawing substituents, an alternative synthetic scheme was implemented for the construction of all analogues in favorable yields (Scheme 4, Table 3). Formation of the hydroxy-protected dihalo alkylating agent 24 via epoxide cleavage of epichlorohydrin (Scheme 3) allowed etherification favoring dihalo displacement and subsequent intramolecular ring closure (-→26a-g). THP Deprotection followed by oxidation of the alcohols 27a-g to the ketones 12-18 provided a general pathway to the benzodioxepinone products. The influence of the substituent nature on odor activity revealed a diverse scope of olfactory character (Table 4).

Guanidino substituted isoindolones as novel glycoprotein IIb-IIIa receptor antagonists

Design and synthesis of a novel potent glycoprotein IIb-IIIa (GP IIb-IIIa) receptor antagonist based on isoindolone skeleton has been described. This scaffold has been derived from earlier reported pseudopeptides. Synthesis by a novel route has been achieved. Few molecules show very potent in vitro activity. Further identification of probable additional hydrogen bond donor site has been described.

Iodinated biaryls synthesized by the direct dehydrodimerization of iodoarenes using phenyliodine(III) bis(trifluoroacetate) (PIFA)

Multiply iodinated biaryls can be prepared in yields up to 75% by direct oxidative coupling reaction of the iodinated arenes. The PIFA-mediated dehydrodimerization is superior to all other known methods. The developed protocol is reliable and easy to perform.

3-Hydroxy-3-(1,2,5-thiadiazolyloxyalkanol)-3,4-dihydro-2H-1,5-benzodioxepin products

3-Hydroxy-3-(substituted-aminoalkyl-3,4-dihydro-2H-1,5-benzodioxepin products are described that exhibit ≈-advenergic stimulating properties and are therefore suitable for use as bronchodilating agents. The products are prepared essentially by four princi