689277-90-5

Basic information

• Product Name: (-)-(2S,5S)-4-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]-3-[4-(tert-butyldimethylsilanyloxy)-3-methoxybenzyl]dihydrofuran-2-one
• Synonyms: (-)-(2S,5S)-4-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]-3-[4-(tert-butyldimethylsilanyloxy)-3-methoxybenzyl]dihydrofuran-2-one
• CAS NO: 689277-90-5
• Molecular Weight: 616.943
• Mol File: 689277-90-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (-)-(2S,5S)-4-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]-3-[4-(tert-butyldimethylsilanyloxy)-3-methoxybenzyl]dihydrofuran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(2S,5S)-4-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]-3-[4-(tert-butyldimethylsilanyloxy)-3-methoxybenzyl]dihydrofuran-2-one(689277-90-5)
• EPA Substance Registry System: (-)-(2S,5S)-4-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]-3-[4-(tert-butyldimethylsilanyloxy)-3-methoxybenzyl]dihydrofuran-2-one(689277-90-5)

Safety Data

• Hazardous Substances Data: 689277-90-5(Hazardous Substances Data)

Upstream product

• 689277-87-0 (+)-(2S,5S)-4-benzyl-3-{2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-enoyl}oxazolidin-2-one 
• 864369-29-9 (S)-4-Benzyl-3-{(S)-2-[(S)-(3,4-dimethoxy-phenyl)-hydroxy-methyl]-but-3-enoyl}-oxazolidin-2-one 
• 689277-88-1 (-)-(2S,5S)-2-[(tert-butyldimethylsilanyloxy)-(3,4-dimethoxyphenyl)methyl]but-3-en-1-ol 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 80287-36-1 α-conidendrin monomethyl ether 
• 26687-82-1 Arctigenin 
• 74861-40-8 (7'S,8R,8'R)-4,7'-dihydroxy-3,3',4'-trimethoxylignano-9,9'-lactone 

Relevant articles and documents

Radical carboxyarylation approach to lignans. Total synthesis of (-)-arctigenin, (-)-matairesinol, and related natural products

Total syntheses of seven biologically important lignan natural products, including (-)-arctigenin, (-)-matairesinol, and (-)α-conidendrin, by way of a highly stereoselective domino radical sequence is presented. The reported stereochemistry of the natural product 7-hydroxyarctigenin is shown to be erroneous; a diastereoisomeric structure is assigned to the natural product.