2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

Base Information

Chemical Name:2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester
CAS No.:178426-25-0
Molecular Formula:C₁₉H₂₄O₉S
Molecular Weight:428.46
Hs Code.:

Synonyms:2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

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Chemical Property of 2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

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Technology Process of 2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

There total 4 articles about 2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic 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:

: {2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-2,2-bis-methoxycarbonyl-ethyl}-trimethyl-ammonium; iodide

: 178426-25-0
2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

Guidance literature:: In dimethyl sulfoxide; at 95 ℃; Yield given;
DOI:10.1016/0040-4039(96)00608-9

Reference yield:

: 40429-51-4
1,2-O-isopropylidene-5-O-toluene-p-sulphonyl-β-D-arabinofuranose

: 178426-25-0
2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80.6 percent / Rh₂(OAc)4 / benzene / 3.5 h

2: Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

3: CH₂Cl₂ / 24 h / Ambient temperature

4: dimethylsulfoxide / 0.5 h / 100 °C

With dirhodium tetraacetate; triethylamine; In dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/jo961929y

Reference yield:

: 186770-33-2
2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-malonic acid dimethyl ester

: 178426-25-0
2-[(3aS,5R,6R,6aS)-2,2-Dimethyl-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furo[2,3-d][1,3]dioxol-6-yloxy]-acrylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

2: CH₂Cl₂ / 24 h / Ambient temperature

3: dimethylsulfoxide / 0.5 h / 100 °C

With triethylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo961929y