4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

Base Information

Chemical Name:4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester
CAS No.:76745-16-9
Molecular Formula:C₁₈H₂₆O₇S
Molecular Weight:386.466
Hs Code.:

Synonyms:4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

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Chemical Property of 4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

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Technology Process of 4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

There total 2 articles about 4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl 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:

: 86795-44-0,86795-47-3,147976-25-8,147976-26-9
3,4-O-isopropylidene-2-deoxy-D-ribose

: 76745-16-9
4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: benzoic acid / 1,2-dimethoxy-ethane / 6 h / Heating

2: hydrogen / 10percent palladium-on-charcoal / ethyl acetate / 4 h / 23 °C

3: pyridine / 12 h / 23 °C

With hydrogen; benzoic acid; palladium on activated charcoal; In pyridine; 1,2-dimethoxyethane; ethyl acetate;
DOI:10.1021/ja00547a051

Reference yield:

: 76745-15-8
4-((4S,5R)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-butyric acid methyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 76745-16-9
4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

Guidance literature:: In pyridine; at 23 ℃; for 12h;
DOI:10.1021/ja00547a051

Reference yield:

: 76745-16-9
4-[(4S,5R)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxolan-4-yl]-butyric acid methyl ester

: 76745-20-5
Methyl 5S-benzoyloxy-5-formylvalerate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 2percent methanolic HCl, 2.) potassium carbonate / 1.) 23 deg C, 7 h, 2.) methanol, 23 deg C, 30 min

2: pyridine / 1 h / 23 °C

3: 1.) 70percent perchloric acid, dimethyl carbonate, 2.) lead tetracetate, sodium carbonate / 1.) water, 23 deg C, 4 h, 2.) methylene chloride, -40 deg C, 10 min

With lead(IV) acetate; hydrogenchloride; perchloric acid; sodium carbonate; potassium carbonate; carbonic acid dimethyl ester; In pyridine;
DOI:10.1021/ja00547a051