dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

Base Information

Chemical Name:dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate
CAS No.:952716-24-4
Molecular Formula:C₁₇H₂₅O₆P
Molecular Weight:356.356
Hs Code.:

Synonyms:dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

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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 dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

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Technology Process of dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

There total 5 articles about dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate 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: 92.0%

: 952716-22-2
dimethyl hydroxy((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

: 100-39-0
benzyl bromide

: 952716-24-4
dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

Guidance literature:: With silver(l) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2007.07.032

Reference yield:

: 1058706-86-7
(S,S)-2,2-dimethyl-4-[(tert-butyldimethylsilyloxy)methyl]-5-vinyl-1,3-dioxolane

: 952716-24-4
dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 2.55 g / CH₂Cl₂ / 20 °C

2: 92 percent / Ag₂O / dimethylformamide / 48 h / 20 °C

With silver(l) oxide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2007.07.032

Reference yield:

: 108817-96-5
[(4S,5S)-5-[(tert-butyl(dimethyl)silyl)oxymethyl]-2,2-dimethyl-1,3-dioxolan-4-yl]methanol

: 952716-24-4
dimethyl (benzyloxy)((4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl)methylphosphonate

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / 0.25 h / -50 °C

2: 16.3 g / sodium hydride; dimethylsulfoxide / tetrahydrofuran; various solvent(s) / 20 °C

3: 83 percent / Bu₄NF / tetrahydrofuran

4: dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -50 - 20 °C

5: 2.55 g / CH₂Cl₂ / 20 °C

6: 92 percent / Ag₂O / dimethylformamide / 48 h / 20 °C

With oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; silver(l) oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Swern oxidation / 2: Wittig reaction / 4: Swern oxidation;
DOI:10.1016/j.tet.2007.07.032