(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

Base Information

Chemical Name:(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate
CAS No.:1353566-50-3
Molecular Formula:C₂₆H₃₈O₄
Molecular Weight:414.585
Hs Code.:

Synonyms:(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

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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 (2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

Chemical Property:

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Technology Process of (2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

There total 10 articles about (2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate 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:

: C₂₄H₃₆O₃

: 108-24-7
acetic anhydride

: 1353566-50-3
(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

Guidance literature:: With dmap; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol203185f

Reference yield:

: 1353566-48-9
(R)-2-methyl-4-methylene-14-phenyl-2-((triethylsilyl)oxy)tetradecan-1-ol

: 1353566-50-3
(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -70 - -50 °C / Inert atmosphere

1.2: -50 - 20 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 3 h / -78 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; titanium tetrachloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Mukaiyama aldol addition;
DOI:10.1021/ol203185f

Reference yield:

: 1353566-47-8
(R)-2-methyl-4-methylene-14-phenyl-1-((triethylsilyl)oxy)tetradecan-2-ol

: 1353566-50-3
(2R,3R)-2-methyl-2-(2-methylene-12-phenyldodecyl)-5-oxotetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: silica gel / diethyl ether; Petroleum ether / Inert atmosphere

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.5 h / -70 - -50 °C / Inert atmosphere

3.2: -50 - 20 °C / Inert atmosphere

4.1: titanium(IV) isopropylate; titanium tetrachloride / dichloromethane / 3 h / -78 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

5.2: 20 °C / Inert atmosphere

6.1: dmap / dichloromethane / 0 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; dmap; oxalyl dichloride; tetrabutyl ammonium fluoride; silica gel; titanium tetrachloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; Petroleum ether; 3.1: Swern oxidation / 3.2: Swern oxidation / 4.1: Mukaiyama aldol addition;
DOI:10.1021/ol203185f