Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

Base Information

Chemical Name:Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester
CAS No.:152419-73-3
Molecular Formula:C₁₉H₂₈O₇S
Molecular Weight:400.493
Hs Code.:

Synonyms:Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

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Chemical Property of Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

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Technology Process of Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

There total 7 articles about Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl 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: 56.0%

: 98-59-9
p-toluenesulfonyl chloride

: 146367-51-3
2-((4S,6R)-6-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethyl acetate

: 152419-73-3
Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

Guidance literature:: With pyridine; In chloroform;
DOI:10.1021/jo00056a002 DOI:10.1016/S0957-4166(00)80117-2

Reference yield:

: 146367-50-2
(4R,6S)-2,2-dimethyl-1,3-dioxane-4,6-diyl-bis-ethane-2,1-diyl diacetate

: 152419-73-3
Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / phosphate buffer (pH 7.01), NaOH / 5 h / Pseudomonas fluorescens lipase

2: 56 percent / pyridine / CHCl₃

With pyridine; sodium hydroxide; phosphate buffer; In chloroform;
DOI:10.1016/S0957-4166(00)80117-2

Reference yield:

: syn methyl-(7-benzyloxy-3,5-dihydroxy)heptanoate

: 152419-73-3
Acetic acid 2-{(4S,6R)-2,2-dimethyl-6-[2-(toluene-4-sulfonyloxy)-ethyl]-[1,3]dioxan-4-yl}-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 10-camphorsulfonic acid

2: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h

3: 85 percent / H₂ / Pd/C / ethanol / 5 h

4: 98 percent / pyridine

5: 98 percent / phosphate buffer (pH 7.01), NaOH / 5 h / Pseudomonas fluorescens lipase

6: 56 percent / pyridine / CHCl₃

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; phosphate buffer; (1S)-10-camphorsulfonic acid; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; chloroform;
DOI:10.1016/S0957-4166(00)80117-2