2363-14-6

Upstream product

• 2973-76-4 5-bromo-4-hydroxy-3-methoxybenzaldehyde 
• 107-30-2 chloromethyl methyl ether 
• 121-33-5 vanillin 

Downstream Products

• 133099-82-8 Formic acid 3-bromo-5-methoxy-4-methoxymethoxy-phenyl ester 
• 474970-77-9 (3-bromo-5-methoxy-4-methoxymethoxy-benzyloxy)-triethyl-silane 
• 474970-81-5 4-hydroxy-3-methoxy-5-(3',7'-dimethyl-7'-hydroxy-6'-phenylselenyl-2'-octenyl)benzyl alcohol 
• 474970-79-1 {3-[(E)-5-(3,3-Dimethyl-oxiranyl)-3-methyl-pent-2-enyl]-5-methoxy-4-methoxymethoxy-benzyloxy}-triethyl-silane 
• 474970-78-0 [3-((E)-3,7-Dimethyl-octa-2,6-dienyl)-5-methoxy-4-methoxymethoxy-benzyloxy]-triethyl-silane 
• 474970-99-5 (E)-8-(5-Hydroxymethyl-3-methoxy-2-methoxymethoxy-phenyl)-2,6-dimethyl-3-phenylselanyl-oct-6-en-2-ol 
• 474970-80-4 (E)-8-(3-Methoxy-2-methoxymethoxy-5-triethylsilanyloxymethyl-phenyl)-2,6-dimethyl-3-phenylselanyl-oct-6-en-2-ol 
• 133099-92-0 2,3-Dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<5',8'-bis(methoxymethoxy)-4',6'-dimethoxy-3'-hydroxy-9'-(phenylmethoxy)-2'H-benzinden-1'-one> 
• 133099-94-2 2,3-Dihydro-7-(phenylmethoxy)-1H-indene-1-spiro-2'-<5',8'-bis(methoxymethoxy)-4',6'-dimethoxy-9'-(phenylmethoxy)-2'H-benzindene-1',3'-dione> 
• 133099-91-9 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-2-<1-oxo-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene-3-carboxaldehyde 
• 133099-89-5 5,8-Bis(methoxymethoxy)-4,6-dimethoxy-3-(1-hydroxymethyl)-2-<1-hydroxy-1-<7'-(phenylmethoxy)-1'-indanyl>methyl>-1-(phenylmethoxy)naphthalene 
• 133099-84-0 5-bromo-3-methoxy-1,4-bis(methoxymethoxy)benzene 
• 133099-83-9 5-bromo-3-methoxy-4-(methoxymethoxy)phenol 
• 926888-95-1 5-azidomethyl-1-bromo-3-methoxy-2-methoxymethoxy-benzene 

Relevant academic research and scientific papers

Scalable Total Synthesis of (+)- And (-)-Codonopiloneolignanin A via Ti(IV)/NHC Cooperative Control Highly Enantioselective Dimerization of Multisubstituted Cinnamaldehyde

The first gram-scale asymmetric total synthesis of (+)- and (-)-codonopiloneolignanin A has been achieved from multisubstituted cinnamaldehyde in four steps with 37% overall yield. The synthetically challenging tricyclic [5, 3, 0, 03,8] decane skeleton was efficiently constructed via a highly enantioselective dimerization of multisubstituted cinnamaldehyde, followed by a sequence of cascade reactions including Prins cyclization, cation mediated cyclization, and deprotection. Furthermore, the scope of NHC-catalyzed/Ti(IV)-mediated synergistic control multisubstituted cinnamaldehyde dimerization was investigated. Significantly, the bioactivity of codonopiloneolignanin A and its enantiomer, particularly scarce in nature, was tested and showed good anticancer activity.

Halogenation of 4-hydroxy-3-methoxybenzyl thiourea TRPV1 agonists showed enhanced antagonism to capsaicin

Selected potent TRPV1 agonists (1-6) have been modified by 5- or 6-halogenation on the aromatic A-region to analyze their effects on potency and efficacy (agonism versus antagonism). The halogenation caused enhanced functional antagonism at TRPV1 compared to the corresponding prototype agonists. The analysis of SAR indicated that the antagonism was enhanced as the size of the halogen increased (I > Br > Cl) and when the 6-position was halogenated. Compounds 23c and 31b were found to be potent full antagonists with Ki (as functional antagonist) = 23.1 and 30.3 nM in rTRPV1/CHO system, respectively.