(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Base Information

Chemical Name:(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate
CAS No.:935746-66-0
Molecular Formula:C₂₄H₃₈O₆
Molecular Weight:422.562
Hs Code.:

Synonyms:(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

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Chemical Property of (4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

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Technology Process of (4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

There total 7 articles about (4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-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: 96.0%

: 935746-65-9
(2R,3S)-ethyl 11-(4-methoxybenzyloxy)-2,3-dihydroxyundecanoate

: 77-76-9
2,2-dimethoxy-propane

: 935746-66-0
(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1016/j.tetlet.2007.01.163

Reference yield:

: 935746-64-8
(E)-ethyl 11-(4-methoxybenzyloxy)undec-2-enoate

: 935746-66-0
(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

2: 94 percent / TsOH / CH₂Cl₂ / 20 °C

With methanesulfonamide; potassium carbonate; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In dichloromethane; toluene; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047

Reference yield:

: 3937-56-2
1,9-Nonanediol

: 935746-66-0
(4R,5S)-ethyl 5-(8-(4-methoxybenzyloxy)octyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaH; tetra(n-butyl)ammonium iodide / dimethylformamide / 1 h / 0 °C

2: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -60 - 20 °C

3: 7.92 percent / benzene / 4 h / Heating

4: 96 percent / K₃Fe(CN)6; aq. K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol; toluene / 24 h / 0 °C

5: 94 percent / TsOH / CH₂Cl₂ / 20 °C

With oxalyl dichloride; methanesulfonamide; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In dichloromethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; benzene; 2: Swern oxidation / 3: Wittig reaction / 4: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2007.05.047