(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Base Information

Chemical Name:(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid
CAS No.:394738-16-0
Molecular Formula:C₁₉H₂₂O₈
Molecular Weight:378.379
Hs Code.:

Synonyms:(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Suppliers and Price of (E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

There total 9 articles about (E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid 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: 80.0%

: 394738-15-9
(E)-3-{4-[(3aR,4S,6S,6aS)-6-(1-Benzenesulfonyl-1-nitro-ethyl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxy-phenyl}-2-methyl-acrylic acid

: 394738-16-0
(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Guidance literature:: With titanium(III) chloride; In water;
DOI:10.1002/1521-3773(20011001)40

Reference yield:

: 394738-12-6
benzoic (2S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-2,5-dihydrofuran-2-yl ester

: 394738-16-0
(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / (S,S)-1,2-bis(o-Ph₂P-C₆H₄-CO-NH)-cyclohexane; Et₃N / Pd₂(dba)3*CHCl₃ / tetrahydrofuran / 50 °C

2: 98 percent / OsO₄; NMO / CH₂Cl₂ / 20 °C

3: 99 percent / CH₂Cl₂ / 45 °C

4: 100 percent / p-TsOH / methanol; tetrahydrofuran / 50 °C

5: 95 percent / p-TsOH / CH₂Cl₂ / 20 °C

6: 100 percent / LiOH / methanol; H₂O; tetrahydrofuran / 50 °C

7: 80 percent / TiCl₃ / H₂O

With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); lithium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; titanium(III) chloride; toluene-4-sulfonic acid; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; methanol; dichloromethane; water; 3: wittig reaction;
DOI:10.1002/1521-3773(20011001)40

Reference yield:

: 394738-14-8
(E)-3-{4-[(2S,3R,4S,5S)-5-(1-benzenesulfonyl-1-nitroethyl)-3,4-dihydroxy-tetrahydrofuran-2-yloxy]-3-(4-methoxybenzyloxy)-phenyl}-2-methylacrylic ethyl ester

: 394738-16-0
(E)-3-{4-[(3aR,4S,6S,6aR)-6-acetyl-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yloxy]-3-hydroxyphenyl}-2-methylacrylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / p-TsOH / tetrahydrofuran; methanol / 8 h / 50 °C

2: 95 percent / p-TsOH / CH₂Cl₂ / 0.08 h / 20 °C

3: 100 percent / aq. LiOH / methanol; tetrahydrofuran / 4 h / 40 °C

4: 80 percent / aq. TiCl₃; ammonium acetate / tetrahydrofuran / 3 h / 20 °C

With ammonium acetate; lithium hydroxide; titanium(III) chloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/1521-3765(20020104)8:1<293::AID-CHEM293>3.0.CO;2-L