(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

Base Information

Chemical Name:(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone
CAS No.:1374582-32-7
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

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Chemical Property of (4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

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Technology Process of (4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

There total 7 articles about (4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone 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: 69.0%

: 1445-45-0
Trimethyl orthoacetate

: 1374582-28-1
(2S,3S,6S,E)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol

: 1374582-32-7
(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

: 1374582-33-8
(4R,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

Guidance literature:: Trimethyl orthoacetate; (2S,3S,6S,E)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol; With propionic acid; In decalin; for 1h; Inert atmosphere; Reflux;

With hydrogenchloride; In methanol; water; at 20 ℃; for 12h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/ejoc.201101420

Reference yield: 65.0%

: 1445-45-0
Trimethyl orthoacetate

: 1374582-29-2
(2S,3S,6R,E)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol

: 1374582-32-7
(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

: 1374582-33-8
(4R,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

Guidance literature:: Trimethyl orthoacetate; (2S,3S,6R,E)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol; With propionic acid; In benzene; for 60h; Inert atmosphere; Reflux;

With hydrogenchloride; In methanol; water; at 20 ℃; for 12h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/ejoc.201101420

Reference yield:

: 1445-45-0
Trimethyl orthoacetate

: 1374582-30-5
(2S,3S,6S,Z)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol

: 1374582-32-7
(4S,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

: 1374582-33-8
(4R,5S)-5-[2-benzyloxy-(S)-1-hydroxyethyl]-4-[(E)-1-propenyl]-4,5-dihydro-2(3H)-furanone

Guidance literature:: Trimethyl orthoacetate; (2S,3S,6S,Z)-1-benzyloxy-2,3-(isopropylidenedioxy)hept-4-en-6-ol; With propionic acid; In benzene; for 60h; Inert atmosphere; Reflux;

With hydrogenchloride; In methanol; water; at 20 ℃; for 12h; optical yield given as %de; diastereoselective reaction;
DOI:10.1002/ejoc.201101420