methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

Base Information

Chemical Name:methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate
CAS No.:1193340-95-2
Molecular Formula:C₁₉H₁₇BrO₅
Molecular Weight:405.245
Hs Code.:

Synonyms:methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

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Chemical Property of methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

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Technology Process of methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

There total 1 articles about methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

: 1193340-94-1
methyl (E)-4-(benzyloxy)-6-(3-hydroxyprop-1-enyl)-1,3-benzodioxole-5-carboxylate

: 1193340-95-2
methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

Guidance literature:: methyl (E)-4-(benzyloxy)-6-(3-hydroxyprop-1-enyl)-1,3-benzodioxole-5-carboxylate; With triethylamine; lithium bromide; In tetrahydrofuran; Inert atmosphere;

With Methanesulfonic anhydride; In tetrahydrofuran; at -40 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.200900719

Reference yield: 35.0%

: 892858-81-0
methyl 2-O-benzyl-5-deoxy-5-iodo-3-O-triethylsilyl-D-ribofuranoside

: 1193340-95-2
methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate

: 1193340-96-3
C₂₈H₂₄O₇

: (3R,4R,4aR,11bS)-4,7-dibenzyloxy-3-hydroxy-3,4,4a,11b-tetrahydro-6H-[1,3]benzodioxolo[5,6-c]chromen-6-one

Guidance literature:: methyl 2-O-benzyl-5-deoxy-5-iodo-3-O-triethylsilyl-D-ribofuranoside; methyl (E)-4-(benzyloxy)-6-(3-bromoprop-1-enyl)-1,3-benzodioxole-5-carboxylate; With zinc; In tetrahydrofuran; water; at 40 - 45 ℃; for 7h; Inert atmosphere; Sonication;

With potassium carbonate; In acetonitrile; for 1.5h; Inert atmosphere; Reflux;

With Hoveyda-Grubbs catalyst second generation; In dichloromethane; for 1.5h; optical yield given as %de; diastereoselective reaction; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.200900719