(E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

Base Information

Chemical Name:(E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate
CAS No.:144895-66-9
Molecular Formula:C₁₆H₁₈O₆
Molecular Weight:306.315
Hs Code.:

Synonyms:(E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

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Technology Process of (E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

There total 4 articles about (E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate 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: 87.0%

: triphosgene

: 848566-19-8
(E,4S,5S)-ethyl 6-(benzyloxy)-4,5-dihydroxyhex-2-enoate

: 144895-66-9
(E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1.5h;
DOI:10.1016/j.tetlet.2005.03.029

Reference yield:

: 144895-69-2
(3E,4E)-ethyl 6-(benzyloxy)hexa-2,4-dienoate

: 144895-66-9
(E)-ethyl 3-((4S,5S)-5-((benzyloxy)methyl)-2-oxo-1,3-dioxolan-4-yl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: K₃Fe(CN)6; K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; H₂O / 0 - 20 °C

2: pyridine / CH₂Cl₂ / 1.5 h

With pyridine; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ol050044i