380636-42-0

Basic information

• Product Name: rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin
• Synonyms: rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin;3,4-Dihydro-2-oxo-4-phenyl-2H-1-benzopyran-6-carboxylic Acid Methyl Ester
• CAS NO: 380636-42-0
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.29066
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 380636-42-0.mol

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin(380636-42-0)
• EPA Substance Registry System: rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin(380636-42-0)

Safety Data

• Hazardous Substances Data: 380636-42-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the formation of diverse chemical entities through reactions such as esterification, amidation, and other functional group transformations. This makes it a valuable building block for the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin is used as a starting material for the synthesis of drug candidates. Its versatile chemical structure enables the creation of new molecules with potential therapeutic properties. Researchers can exploit its reactivity to design and develop novel drugs with improved efficacy, selectivity, and safety profiles.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin serves as a precursor for the synthesis of new pesticides, herbicides, and other crop protection agents. Its chemical versatility allows for the development of innovative compounds with enhanced performance, lower environmental impact, and improved safety for agricultural use.
Used in Research and Development:
rac 6-Methoxycarbonyl-4-phenyl-3,4-dihydrocoumarin is also utilized in research and development settings, where it can be employed as a probe to study various chemical reactions and mechanisms. Its unique structure provides opportunities for understanding reaction pathways, optimizing synthetic routes, and discovering new chemical transformations.

Upstream product

• 356782-33-7 (R,S)-4-phenyl-2-chromanone-6-carboxylic acid 
• 380636-40-8 (R)-4-phenyl-2-chromanone-6-carboxylic acid cinchonidine salt 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 140-10-3 (E)-3-phenylacrylic acid 
• 67-56-1 methanol 
• 960373-32-4 (R)-4-phenyl-2-chromanone-6-carbonyl chloride 
• 91136-58-2 methyl 2-oxo-2H-chromene-6-carboxylate 
• 98-80-6 phenylboronic acid 

Downstream Products

• 960373-30-2 (R)-6-hydroxymethyl-4-phenylchroman-2-(RS)-ol 

Relevant articles and documents

NEW CHIRAL INTERMEDIATE, PROCESS FOR PRODUCING THE SAME AND ITS USE IN THE MANUFACTURE OF TOLTERODINE, FESOTERODINE, OR THE ACTIVE METABOLITE THEREOF

The compound of formula (I): is provided. It may be produced by subjecting a compound of formula (IV) to a reduction reaction wherein R represents hydrogen, straight or branched C1-C6 alkyl. This compound is a valuable intermediate which may be used in the synthesis of fesoterodine, tolterodine, its active metabolite, and related compounds.

Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to coumarins: Asymmetric synthesis of (R)-tolterodine

(Chemical Equation Presented) Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to coumarins proceeded with high enantioselectivity in the presence of a rhodium catalyst (3 mol %) generated from Rh(acac)(C 2H4)2 and (R)-Segphos to give the corresponding (R)-4-arylchroman-2-ones in over 99% ee. This asymmetric reaction was applied to the synthesis of (R)-tolterodine.

Shortened synthesis of 3,3-diarylpropylamine derivatives

The invention relates to a method for producing derivatives of 3,3-diarylpropylamines of general formula (I) and sterically highly pure, stable intermediate products, and to their use for producing pharmaceutical compositions.