75889-47-3

Basic information

• Product Name: Benzaldehyde, 2,3-dimethoxy-4-methyl-
• CAS NO: 75889-47-3
• Molecular Formula: C10H12O3
• Molecular Weight: 180.203
• Mol File: 75889-47-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2,3-dimethoxy-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2,3-dimethoxy-4-methyl-(75889-47-3)
• EPA Substance Registry System: Benzaldehyde, 2,3-dimethoxy-4-methyl-(75889-47-3)

Safety Data

• Hazardous Substances Data: 75889-47-3(Hazardous Substances Data)

Upstream product

• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 214282-99-2 1-iodo-2,3-dimethoxy-4-methylbenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 86-51-1 2,3-dimethyoxybenzaldehyde 
• 74-88-4 methyl iodide 

Downstream Products

• 147807-80-5 2?hydroxy?3?methoxy?4?methylbenzaldehyde 
• 951161-56-1 2,3-dimethoxy-1-methyl-4-vinylbenzene 
• 1442465-77-1 (2E,5E)-2,5-bis(2,3-dimethoxy-4-methylbenzylidene)cyclopentanone 
• 6053-03-8 2,3-dihydroxy-4-methyl-benzaldehyde 
• 1284222-80-5 (S)-4-(2,3-dimethoxy-4-methylphenyl)pentanenitrile 
• 1284222-79-2 (S)-1-(4-iodobutan-2-yl)-2,3-dimethoxy-4-methylbenzene 
• 1284222-88-3 (S)-3-(2,3-dimethoxy-4-methylphenyl)butan-1-ol 
• 1284222-78-1 (S)-1-(but-3-en-2-yl)-2,3-dimethoxy-4-methylbenzene 
• 1027896-93-0 1-Hydroxymethyl-7-methoxy-6-methyl-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinolin-8-ol 
• 147807-86-1 6-[1-(2,2-Diethoxy-ethylamino)-2-hydroxy-ethyl]-2-methoxy-3-methyl-phenol 
• 147807-88-3 N-(2,2-Diethoxyethyl)-N-<1-(2-benzyloxy-3-methoxy-4-methylphenyl)-2-benzyloxyethyl>toluene-p-sulfonamide 
• 147807-89-4 8-Benzyloxy-1-benzyloxymethyl-7-methoxy-6-methyl-2-(p-tolylsulfonyl)-1,2-dihydroisoquinoline 
• 147807-85-0 2-amino>acetaldehyde diethyl acetal 
• 147807-83-8 2-Benzyloxy-1-(2-benzyloxy-3-methoxy-4-methyl-phenyl)-ethanol 

Relevant articles and documents

Total Synthesis of (+)-Erogorgiaene and the Pseudopterosin A?F Aglycone via Enantioselective Cobalt-Catalyzed Hydrovinylation

Due to their pronounced bioactivity and limited availability from natural resources, metabolites of the soft coral Pseudopterogorgia elisabethae, such as erogorgiaene and the pseudopterosines, represent important target molecules for chemical synthesis. We have now developed a particularly short and efficient route towards these marine diterpenes exploiting an operationally convenient enantioselective cobalt-catalyzed hydrovinylation as the chirogenic step. Other noteworthy C?C bond forming transformations include diastereoselective Lewis acid-mediated cyclizations, a Suzuki coupling and a carbonyl ene reaction. Starting from 4-methyl-styrene the anti-tubercular agent (+)-erogorgiaene (>98 % ee) was prepared in only 7 steps with 46 % overall yield. In addition, the synthesis of the pseudopterosin A aglycone was achieved in 12 steps with 30 % overall yield and, surprisingly, was found to exhibit a similar anti-inflammatory activity (inhibition of LPS-induced NF-κB activation) as a natural mixture of pseudopterosins A?D or iso-pseudopterosin A, prepared by β-D-xylosylation of the synthetic aglycone.

BORON-CONTAINING SMALL MOLECULES

This invention relates to, among other items, benzoxaborole compounds and their use for treating bacterial infections.

Enantioselective synthesis of a trans-7,8-dimethoxycalamenene

trans-7,8-Dimethoxy-11,12-dehydrocalamenene, a projected intermediate for the total synthesis of marine serrulatane and amphilectane diterpenes, was efficiently synthesized. Starting from a styrene, asymmetric Rh-catalyzed hydroboration using a novel chiral P.P-bidentate ligand afforded an organoboron intermediate (93% ee) which was directly used for C-C bond formation (double homologation, Suzuki coupling). The 1,4-trans-disubstituted tetralin skeleton was selectively formed by a Friedel-Crafts-type catlonic cyclization under strictly aprotic conditions (Me2AlCl) to suppress a remarkable proton-catalyzed disproportionation via diastereoselective hydride transfer.