Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

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Chemical Name:Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester
CAS No.:84133-01-7
Molecular Formula:C₂₆H₄₀O₇S
Molecular Weight:496.665
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

There total 16 articles about Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl 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: 100.0%

: 84133-00-6
2α-methyl-2β-<4,8-dimethyl-5-(ethylenedioxy)-7-nonenyl>-5α-(hydroxymethyl)-1,4-dioxane

: 98-59-9
p-toluenesulfonyl chloride

: 84133-01-7
Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

Guidance literature:: With pyridine; for 15h;
DOI:10.1021/jm00357a019

Reference yield:

: 5978-08-5
1-chloro-4-(1,3-dioxolane)-n-pentane

: 84133-01-7
Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 1.) EtONa / 1.) EtOH, reflux, 5 min, 2.) ethanol, reflux, 18 h

2: aq. KOH / ethanol / 4 h / Heating

3: H₂SO₄ / H₂O

4: 1 h / 160 °C

5: conc. H₂SO₄ / 4 h / Heating

6: 1.) NaH, Me₂SO / 1.) 30 min, 2.) Me₂SO, 60 deg C, 30 min

7: 50 percent / 70 percent perchloric acid / 0.5 h

8: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 h / Ambient temperature

9: 0.230 g / trifluoroacetic acid / CHCl₃ / 24 h / Ambient temperature

10: TsOH / toluene / 1 h / Ambient temperature

11: NaOH / methanol / 15 h / Ambient temperature

12: 1.) LiH / 1.) THF, reflux, 2 h, 2.) THF, RT, 19 h

13: aq. acetic acid / 2 h / 40 °C

14: 96 percent / TsOH / 1.5 h / 60 °C / 0.4 Torr

15: 100 percent / pyridine / 15 h

With pyridine; potassium hydroxide; sodium hydroxide; perchloric acid; sulfuric acid; sodium ethanolate; lithium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; ethanol; dichloromethane; chloroform; water; toluene;
DOI:10.1021/jm00357a019

Reference yield:

: 2570-68-5
6-oxo-2-methyl-heptanoic acid

: 84133-01-7
Toluene-4-sulfonic acid (2R,5R)-5-methyl-5-{4-[2-(3-methyl-but-2-enyl)-[1,3]dioxolan-2-yl]-pentyl}-[1,4]dioxan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: conc. H₂SO₄ / 4 h / Heating

2: 1.) NaH, Me₂SO / 1.) 30 min, 2.) Me₂SO, 60 deg C, 30 min

3: 50 percent / 70 percent perchloric acid / 0.5 h

4: 95 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 h / Ambient temperature

5: 0.230 g / trifluoroacetic acid / CHCl₃ / 24 h / Ambient temperature

6: TsOH / toluene / 1 h / Ambient temperature

7: NaOH / methanol / 15 h / Ambient temperature

8: 1.) LiH / 1.) THF, reflux, 2 h, 2.) THF, RT, 19 h

9: aq. acetic acid / 2 h / 40 °C

10: 96 percent / TsOH / 1.5 h / 60 °C / 0.4 Torr

11: 100 percent / pyridine / 15 h

With pyridine; sodium hydroxide; perchloric acid; sulfuric acid; lithium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/jm00357a019