1072145-51-7

Basic information

• Product Name: 1-(2'-benzyloxy-4'-methoxymethylenoxy)phenyl-2-iodoethanone
• Synonyms: 1-(2'-benzyloxy-4'-methoxymethylenoxy)phenyl-2-iodoethanone
• CAS NO: 1072145-51-7
• Molecular Weight: 412.224
• Mol File: 1072145-51-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(2'-benzyloxy-4'-methoxymethylenoxy)phenyl-2-iodoethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2'-benzyloxy-4'-methoxymethylenoxy)phenyl-2-iodoethanone(1072145-51-7)
• EPA Substance Registry System: 1-(2'-benzyloxy-4'-methoxymethylenoxy)phenyl-2-iodoethanone(1072145-51-7)

Safety Data

• Hazardous Substances Data: 1072145-51-7(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 65490-08-6 2-hydroxy-4-(methoxymethoxy)acetophenone 
• 1026107-41-4 2-benzyloxy-4-methoxymethylenoxyacetophenone 

Downstream Products

• 1072145-52-8 2-(5'-benzyloxy-2'-hydroxymethyl)phenoxy-1-(2'-benzyloxy-4'-methoxy-methylenoxy)phenylethanone 
• 57103-57-8 (+/-)-glyceollin I 
• 1072145-54-0 2',7-dibenzyloxy-4'-(tert-butyldimethylsilyloxy)isoflav-3-ene 
• 1072145-53-9 2',7-(dibenzyloxy)-4'-(methoxymethyloxy)isoflav-3-ene 
• 1072145-56-2 2',7-dibenzyloxy-4'-hydroxy-isoflav-3-ene 
• 1072145-55-1 (+)-4'-tert-butyldimethylsilyloxy-2',7-(dibenzyloxy)isoflavan-3,4-diol 
• 57103-57-8 (+)-Glyceollin I 

Relevant articles and documents

Multigram synthesis of glyceollin i

Scaled-up procedures and preparation of glyceollin I in multigram quantities are described. The synthesis features construction of a cis-fused ring system in high enantiomeric excess after Sharpless asymmetric dihydroxylation of a key intermediate that is initially produced by an intramolecular Wittig reaction to afford the requisite alkene while simultaneously forming the first ring. The overall yield is 12% after 11 steps.

Total syntheses of racemic and natural glycinol

Total syntheses of racemic and (-)-glycinol (1) are described. A Wittig reaction produced the isoflav-3-ene from which a Sharpless dihydroxylation introduced either the racemic or enantiomeric 6a-hydroxy group. A 5.5% overall yield of racemic material was obtained after 12 steps. A method was devised for a one-pot switch of protecting groups masking a sensitive resorcinolic para-functionality, and conditions were optimized to prompt spontaneous closure of the pterocarpanolic dihydrofuran upon subsequent exposure of its ortho-functionality. These improvements eliminated two steps and increased the overall yield to 9.8% during production of the natural enantiomer.