Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

Base Information

Chemical Name:Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester
CAS No.:497882-27-6
Molecular Formula:C₂₂H₃₂O₈S
Molecular Weight:456.557
Hs Code.:

Synonyms:Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

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Chemical Property of Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

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Technology Process of Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

There total 3 articles about Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester 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: 65.0%

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

: 497882-26-5
Acetic acid (E)-(R)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-[2-(toluene-4-sulfonyl)-ethyl]-allyl ester

: 497882-27-6
Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

: Acetic acid (R)-1-((4S,5S,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

Guidance literature:: Acetic acid (E)-(R)-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-[2-(toluene-4-sulfonyl)-ethyl]-allyl ester; With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃; for 18h;

2,2-dimethoxy-propane; With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 3h; pH=5;
DOI:10.1016/S0040-4020(02)00998-5

Reference yield:

: (E)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-pent-1-en-3-one

: 497882-27-6
Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: CeCl₃*7H₂O; NaBH₄ / methanol / 0.5 h

2.1: 0.65 g / pyridine; N,N-dimethylpyridin-4-amine / CH₂Cl₂ / 3 h / 20 °C

3.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 18 h / 20 °C

3.2: 65 percent / 4-methylbenzenesulfonic acid / acetone / 3 h / 20 °C / pH 5

With pyridine; dmap; sodium tetrahydroborate; osmium(VIII) oxide; cerium(III) chloride; 4-methylmorpholine N-oxide; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)00998-5

Reference yield:

: 497882-25-4
(E)-(R)-1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-(toluene-4-sulfonyl)-pent-1-en-3-ol

: 497882-27-6
Acetic acid (R)-1-((4R,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-3-(toluene-4-sulfonyl)-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 0.65 g / pyridine; N,N-dimethylpyridin-4-amine / CH₂Cl₂ / 3 h / 20 °C

2.1: N-methylmorpholine N-oxide; OsO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 18 h / 20 °C

2.2: 65 percent / 4-methylbenzenesulfonic acid / acetone / 3 h / 20 °C / pH 5

With pyridine; dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/S0040-4020(02)00998-5