17581-86-1

Basic information

• Product Name: 3'-hydroxyisosafrole
• Synonyms: 3'-hydroxyisosafrole
• CAS NO: 17581-86-1
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.186
• Mol File: 17581-86-1.mol
• Article Data: 6

Chemical Properties

• Melting Point: 78-78.8 °C
• Boiling Point: 340°Cat760mmHg
• Flash Point: 159.4°C
• Appearance: /
• Density: 1.281g/cm³
• PKA: 14.39±0.10(Predicted)
• CAS DataBase Reference: 3'-hydroxyisosafrole(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-hydroxyisosafrole(17581-86-1)
• EPA Substance Registry System: 3'-hydroxyisosafrole(17581-86-1)

Safety Data

• Hazardous Substances Data: 17581-86-1(Hazardous Substances Data)

Upstream product

• 2373-80-0 3,4-(methylenedioxy)cinnamic acid 
• 59901-90-5 (benzo[d][1,3]dioxol-5-yl)(oxiran-2-yl)methyl acetate 
• 59901-91-6 3-(3,4-methylenedioxyphenyl)-3-hydroxy-1,2-epoxypropane 
• 5208-87-7 1'-hydroxysafrole 
• 120-57-0 piperonal 
• 14731-78-3 ethyl 3,4-methylenedioxycinnamate 

Downstream Products

• 42461-91-6 C₁₂H₁₂O₄ 
• 5208-87-7 1'-hydroxysafrole 

Relevant articles and documents

Ternary Catalysis Enabled Three-Component Asymmetric Allylic Alkylation as a Concise Track to Chiral α,α-Disubstituted Ketones

Multicomponent reactions that involve interception of onium ylides through Aldol, Mannich, and Michael addition with corresponding bench-stable acceptors have demonstrated broad applications in synthetic chemistry. However, because of the high reactivity and transient survival of these in situ generated intermediates, the substitution-type interception process, especially the asymmetric catalytic version, remains hitherto unknown. Herein, a three-component asymmetric allylation of α-diazo carbonyl compounds with alcohols and allyl carbonates is disclosed by employing a ternary cooperative catalysis of achiral Pd-complex, Rh2(OAc)4, and chiral phosphoric acid CPA. This method represents the first example of three-component asymmetric allylic alkylation through an SN1-type trapping process, which involves a convergent assembly of two active intermediates, Pd-allyl species, and enol derived from onium ylides, providing an expeditious access to chiral α,α-disubstituted ketones in good to high yields with high to excellent enantioselectivity. Combined experimental and computational studies have shed light on the mechanism of this novel three-component reaction, including the critical role of Xantphos ligand and the origin of enantioselectivity.

Stereoselective and Site-Specific Allylic Alkylation of Amino Acids and Small Peptides via a Pd/Cu Dual Catalysis

We report a stereoselective and site-specific allylic alkylation of Schiff base activated amino acids and small peptides via a Pd/Cu dual catalysis. A range of noncoded α,α-dialkyl α-amino acids were easily synthesized in high yields and with excellent enantioselectivities (up to >99% ee). Furthermore, a direct and highly stereoselective synthesis of small peptides with enantiopure α-alkyl or α,α-dialkyl α-amino acids residues incorporated at specific sites was accomplished using this dual catalyst system.

Synthesis of some phenylpropanoid glycosides (PPGs) and their acetylcholinesterase/xanthine oxidase inhibitory activities

In this research, three categories of phenylpropanoid glycosides (PPGs) were designed and synthesized with PPGs isolated from Rhodiola rosea L. as lead compounds. Their inhibitory abilities toward acetylcholinesterase (AChE) and xanthine oxidase (XOD) were also tested. Some of the synthetic PPGs exhibited excellent enzyme inhibitory abilities.