dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

Base Information

Chemical Name:dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate
CAS No.:848691-93-0
Molecular Formula:C₁₉H₂₉O₈P
Molecular Weight:416.408
Hs Code.:

Synonyms:dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

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Chemical Property of dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

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Technology Process of dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

There total 3 articles about dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate 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: 100.0%

: 34939-91-8,58648-56-9
dimethyl lithiomethylphosphonate

: 848691-97-4
(4R,5S)-ethyl 5-(2-((4-methoxybenzyl)oxy)ethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

: 848691-93-0
dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

Guidance literature:: In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1016/j.tet.2005.01.002

Reference yield:

: 172427-68-8
ethyl <2E>-5-(4-methoxybenzyloxy)-2-pentenoate

: 848691-93-0
dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: AD-mix-α; MeSO2NH2 / H2O; 2-methyl-propan-2-ol / 24 h / 0 °C

2: 80 percent / camphorsulfonic acid / 3 h / 20 °C

3: 100 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

With AD-mix-α; methanesulfonamide; camphor-10-sulfonic acid; In tetrahydrofuran; hexane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2005.01.002

Reference yield:

: 848691-96-3
ethyl (2R,3S)-2,3-dihydroxy-5-((4-methoxybenzyl)oxy)pentanoate

: 848691-93-0
dimethyl 2-{(4R,5S)-2,2-dimethyl-5-[2-(4-methoxybenzyloxy)ethyl]-[1,3]dioxolan-4-yl}-2-oxo-ethyl-1-phosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / camphorsulfonic acid / 3 h / 20 °C

2: 100 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

With camphor-10-sulfonic acid; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2005.01.002