ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

Base Information

Chemical Name:ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate
CAS No.:913647-47-9
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

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Chemical Property of ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

Chemical Property:

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Technology Process of ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

There total 1 articles about ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate 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:

: 100-39-0
benzyl bromide

: 15186-48-8
2,3-isopropylidene-glyceraldehyde

: 17435-72-2
ethyl 2-bromomethyl-2-propenoate

: ethyl (4R,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

: 913647-47-9
ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

Guidance literature:: 2,3-isopropylidene-glyceraldehyde; ethyl 2-bromomethyl-2-propenoate; With ammonium chloride; zinc; In tetrahydrofuran; water; at 0 ℃; for 3h;

benzyl bromide; With silver(l) oxide; In toluene; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2006.07.054

Reference yield: 71.0%

: ethyl (R)-5-iodo-3-methylpentanoate

: 913647-47-9
ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

: 913647-53-7
diethyl (2R,6S)-2-[(2S,3R)-2-benzyloxy-3,4-(isopropylidenedioxy)butyl]-6-methyl-1,8-octanedioate

Guidance literature:: ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate; With magnesium bromide; In dichloromethane; at 20 ℃; for 0.25h;

ethyl (R)-5-iodo-3-methylpentanoate; With triethyl borane; tri-n-butyl-tin hydride; In hexane; at 0 ℃; for 6h;

With potassium fluoride; In hexane; water; at 20 ℃;
DOI:10.1016/j.tet.2006.07.054

Reference yield: 51.0%

: 913647-47-9
ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

: (5S,6R)-5-benzyloxy-6-hydroxymethyl-3-methylenetetrahydropyran-2-one

Guidance literature:: ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate; With trifluoroacetic acid; In tetrahydrofuran; water; at 20 ℃;

With toluene-4-sulfonic acid; In benzene; at 20 ℃;
DOI:10.1016/j.tet.2006.07.054