(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

Base Information

Chemical Name:(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester
CAS No.:406682-80-2
Molecular Formula:C₁₈H₂₂O₅
Molecular Weight:318.37
Hs Code.:

Synonyms:(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

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Chemical Property of (1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

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Technology Process of (1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

There total 3 articles about (1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic 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: 65.9%

: 406682-79-9
(1S,2S,3S,4R)-3-[2-(3-formyl-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

: 406682-80-2
(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

Guidance literature:: With potassium permanganate; 18-crown-6 ether; In acetone; at 20 ℃; for 2h;
DOI:10.1002/jccs.200100132

Reference yield:

: 406682-77-7
(1S,2R,3S,4R)-3-[2-(3-formyl-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

: 406682-80-2
(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91.2 percent / NaOMe / methanol / 3 h / 20 °C

2: 65.9 percent / KMnO₄; 18-crown-6 / acetone / 2 h / 20 °C

With potassium permanganate; 18-crown-6 ether; sodium methylate; In methanol; acetone;
DOI:10.1002/jccs.200100132

Reference yield:

: (1S,2R,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

: 406682-80-2
(1S,2S,3S,4R)-3-[2-(3-carboxy-7-oxabicyclo[2.2.1]hept-2-yl-methyl)phenyl]propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: BH₃*Me₂S / tetrahydrofuran / 2 h / 20 °C

1.2: 60 percent / PCC / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 91.2 percent / NaOMe / methanol / 3 h / 20 °C

3.1: 65.9 percent / KMnO₄; 18-crown-6 / acetone / 2 h / 20 °C

With potassium permanganate; 18-crown-6 ether; dimethylsulfide borane complex; sodium methylate; In tetrahydrofuran; methanol; acetone;
DOI:10.1002/jccs.200100132