dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

Base Information

Chemical Name:dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate
CAS No.:1429481-01-5
Molecular Formula:C₂₄H₂₆O₇
Molecular Weight:426.466
Hs Code.:

Synonyms:dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

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Chemical Property of dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

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Technology Process of dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

There total 4 articles about dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate 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: 96.0%

: 1429481-00-4
dimethyl 2-((2R,3S)-1,3-bis(benzyloxy)pent-4-yn-2-yloxy)-malonate

: 1429481-01-5
dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

Guidance literature:: With indium(III) triflate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 3h; Inert atmosphere; Reflux;
DOI:10.1021/jo400263w

Reference yield:

: 6773-29-1
dimethyl diazomalonate

: 1429481-01-5
dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: dirhodium tetraacetate / benzene / 1 h / 70 °C / Inert atmosphere; Reflux

2: indium(III) triflate; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 3 h / Inert atmosphere; Reflux

With indium(III) triflate; dirhodium tetraacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; benzene;
DOI:10.1021/jo400263w

Reference yield:

: 544429-08-5
(2R,3R)-3-hydroxy-2,3-bis(benzylyloxy)propionaldehyde

: 1429481-01-5
dimethyl (4S,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-dihydro-3-methylene-furan-2,2-(3H)-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate; methanol / 9 h / 20 °C / Inert atmosphere

2: dirhodium tetraacetate / benzene / 1 h / 70 °C / Inert atmosphere; Reflux

3: indium(III) triflate; 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 3 h / Inert atmosphere; Reflux

With indium(III) triflate; methanol; dirhodium tetraacetate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; benzene;
DOI:10.1021/jo400263w