100761-20-4

Usage

Uses

Used in Flavoring and Fragrance Industry:
(5R)-5-Hydroxy-1,7-diphenyl-3-heptanone is used as a flavoring agent and fragrance ingredient for its sweet, floral, and fruity odor with a woody undertone, enhancing the sensory experience of food and cosmetic products.
Used in Pharmaceutical Applications:
(5R)-5-Hydroxy-1,7-diphenyl-3-heptanone is used as a potential therapeutic agent due to its antioxidant and anti-inflammatory properties, which may contribute to the development of treatments for various health conditions.
Used in Drug Development:
(5R)-5-Hydroxy-1,7-diphenyl-3-heptanone is utilized in the research and development of new drugs and therapies, leveraging its unique chemical structure and biological activity to explore novel therapeutic approaches.

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 2550-26-7 4-Phenyl-2-butanone 
• 30278-29-6 1,7-diphenylheptane-3,5-diol 
• 93559-15-0 1-(2-Phenethyl-[1,3]dioxolan-2-yl)-4-phenyl-butan-2-ol 
• 4111-54-0 lithium diisopropyl amide 
• 352276-27-8 1-iodo-4-phenylbutan-2-one 
• 1036384-53-8 3,5-di-phenethyl-4,5-dihydroisoxazole 
• 93712-74-4 (5R)-trans-1,7-diphenyl-5-hydroxyhept-6-en-3-one 
• 113767-80-9 (E)-1,7-Diphenyl-hept-4-en-3-ol 
• 134260-72-3 1,7-diphenylhept-4-yn-3-ol 
• 16520-62-0 4-Phenyl-1-butyne 
• 103654-23-5 yashabushiketodiol A 
• 103654-23-5 yashabushiketodiol B 
• 5638-21-1 (1E,6E)-1,7-diphenyl-1,6-heptadiene-3,5-dione 

Downstream Products

• 89762-89-0 5-hydroxy-1,7-diphenyl-3-heptanone-syn-O-benzyloxime 
• 89762-94-7 anti-5-benzyloxyimino-1,7-diphenyl-3-heptanol 
• 79559-59-4 1,7-diphenyl-4-heptene-3-one 
• 38572-30-4 1,7-bisphenylheptane-3,5-dione 
• 1036384-53-8 3,5-di-phenethyl-4,5-dihydroisoxazole 
• 107977-19-5 cis-4,6-diphenethyltetrahydro-2H-1,3-oxazin-2-one 
• 89762-99-2 syn-5-amino-3-hydroxy-1,7-diphenylheptane 
• 89762-99-2 anti-5-amino-1,7-diphenyl-3-heptanol 
• 100667-54-7 5-methoxy-1,7-diphenyl-3-heptanone 
• 1036384-70-9 4-(dimethyl-λ4-sulfanylidene)-1,7-diphenylheptane-3,5-dione 
• 38572-33-7 Benzoic acid (S)-3-oxo-1-phenethyl-5-phenyl-pentyl ester 

Relevant academic research and scientific papers

Ni/Chiral Sodium Carboxylate Dual Catalyzed Asymmetric O-Propargylation

A highly enantioselective O-propargylation catalyzed by combining a phosphine-nickel complex and an axially chiral sodium dicarboxylate has been developed. The transformation features mild reaction conditions, a broad substrate scope, and excellent functional group tolerance, offering an efficient approach to an array of enantioenriched O-propargyl hydroxylamines. Mechanistic studies support the presumed role of the chiral carboxylate as a counterion for nickel catalysis enabling the discovery of highly stereoselective transformations. The power of this reaction is illustrated by its application in the asymmetric total synthesis of potent firefly luciferase inhibitors and (S)-dihydroyashabushiketol.

Chlorine, an atom economical auxiliary for asymmetric aldol reactions

An auxiliary strategy has been developed for asymmetric reactions of aldehydes in which the auxiliary itself is not chiral, but a single chlorine atom introduced via organocatalytic α-chlorination. The stereodirecting influence of the chlorine atom is then exploited prior to its removal by radical reduction. This strategy is demonstrated in the synthesis of several aldols (92-99% ee) and the natural products (+)-dihydroyashabushiketol and (+)-solistatin.

Antiviral activity of diarylheptanoid stereoisomers against respiratory syncytial virus in vitro and in vivo

We previously showed that (5S)-5-hydroxy-7-(4-hydroxyphenyl)-1-phenylhept- 3-one (AO-0011) and (5S)-5-methoxy-1,7-diphenylhept-3-one (AO-0016) isolated from Alpinia officinarum exhibited stronger anti-influenza virus activity and anti-respiratory syncytia

Total synthesis of (5S)-dihydroyashabushiketol

Enantiomerically pure (+)-(5S)-dihydroyashabushiketol 1a was obtained by the 1,3-dipolar cycloaddition of a nitrile oxide, generated from oxime 3b, to N-acryloyl bornane[10,2]sultam (2R)-2 (67%, 85% de, then crystallization 81%, 99% de), followed by reduc

Synthesis and evaluation of estrogen agonism of diaryl 4,5- dihydroisoxazoles, 3-hydroxyketones, 3-methoxyketones, and 1,3-diketones: A compound set forming a 4D molecular library

In this paper, the preparation and systematic evaluation of estrogen receptor α (ERα) and estrogen receptor β (ERβ) activities of some diaryl-1,3-diones and their synthetic intermediates, diaryl-4,5-dihydroisoxazoles, diaryl-3-hydroxyketones, diaryl-3-met

Stereoselective crossed aldol reaction via boron enolates generated from α-iodo ketones and 9-borabicyclo[3.3.1]nonane

Boron enolates were in situ-generated reductively by treating various α-iodo ketones such as 2-iodo-1-phenylpropan-1-one, 2-iodo-1-(4-methoxyphenyl)propan-1-one, 2-iodopentan-3-one, 2-iodo-2-methyl-1-phenylpropan-1-one, 3,4-dihydro-2-iodo-1(2H)-naphthalenone, 2-iodo-1-phenylethan-1-one and 1-iodo-4-phenylbutan-2-one with 9-borabicyclo[3.3.1]nonane (9-BBN). Aldols were produced in good yields with good to high diastereoselectivities by subsequent reaction of boron enolates thus formed with various aldehydes. Several boron enolates derived from α-iodo ketones and pinacolatoborane were successfully isolated by distillation, though the yields were rather moderate.

Synthesis and digestibility inhibition of diarylheptanoids: Structure- activity relationship

(±)-5-Hydroxy-1,7-bis-(4'-hydroxyphenyl)-3-heptanone (2a), (±)5- hydroxyl-1-(4'-hydroxyphenyl)-7-phenyl-3-heptanone (2b), (±)-5-hydroxy-7- (4'-hydroxyphenyl)-1-phenyl-3-heptanone (2c), and (±)-5-hydroxy-1,7- bis(phenyl)-3-heptanone (2d) have been synthesized to study the structure- activity relationship regarding digestibility inhibition in vitro in cow rumen fluid. The activities were compared with the activity of chiral (S)-2a and its glucoside platyphylloside (1), isolated from Betula pendula. Compound 2a was slightly less active, 2b and 2c were more active, and 2d was less active than (S)-2a and platyphylloside.

FIVE NEW DIARYLHEPTANOIDS FROM THE MALE FLOWERS OF ALNUS SIEBOLDIANA

Five new diarylheptanoids, yashabushidiol A and B, yashabushiketodiol A and B, and yashabushitriol, have been isolated from the male flowers of Alnus sieboldiana MATSUM. and their absolute structures determined by spectral methods and chemical transformat

Stereoselective Preparation of Acyclic syn-β-Amino Alcohols from β-Hydroxy Ketones via the Corresponding O-Benzyl Oximes

Reduction of β-hydroxy ketone O-benzyl oximes with lithium aluminum hydride in the presence of sodium or potassium methoxide afforded the corresponding syn-β-amino alcohols in highly stereoselective manner.A lythraceae alkaloid, lasubine II, was synthesiz