(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane
CAS No.:191934-88-0
Molecular Formula:C₁₈H₂₈O₄SSi
Molecular Weight:368.569
Hs Code.:

Synonyms:(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

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Chemical Property of (R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

Chemical Property:

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Technology Process of (R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

There total 6 articles about (R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane 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: 95.0%

: 75-77-4
chloro-trimethyl-silane

: 871514-33-9
S-methyl (2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butanethioate

: 191934-88-0
(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: S-methyl (2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butanethioate; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

chloro-trimethyl-silane; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1016/j.tet.2005.09.030

Reference yield:

: 75-77-4
chloro-trimethyl-silane

: 871514-33-9
S-methyl (2S,3R)-4-benzyloxy-2,3-(dimethylmethylenedioxy)butanethioate

: 191934-90-4
(R,E)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

: 191934-88-0
(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;
DOI:10.1055/s-1997-6154

Reference yield:

: 81801-09-4
4-O-benzyl-2,3-O-isopropylidene-D-threose

: 191934-88-0
(R,Z)-4-(benzyloxy)methyl-5-[methylthio(trimethylsilyloxy)methylene]-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

2.1: oxalyl chloride; DMF / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 77 percent / n-Bu₄NI / CH₂Cl₂; H₂O / 0.17 h / 0 °C

4.1: butyllithium; 1,1,1,3,3,3-hexamethyldisilazane / hexane; tetrahydrofuran / 0.5 h / -78 °C

4.2: 95 percent / tetrahydrofuran; hexane / -78 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; N,N-dimethyl-formamide; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2005.09.030