(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Base Information

Chemical Name:(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid
CAS No.:149079-86-7
Molecular Formula:C₁₉H₂₄O₅
Molecular Weight:332.397
Hs Code.:

Synonyms:(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

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Chemical Property of (1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

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Technology Process of (1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

There total 8 articles about (1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic 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:

: 149079-79-8
3-{2-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-ethyl]-phenyl}-propionic acid methyl ester

: 149079-86-7
(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at 25 ℃;
DOI:10.1021/jm00062a013

Reference yield:

: 70120-30-8,74868-25-0,98719-07-4,98719-08-5,98719-11-0,98719-12-1
<4aR-(4aα,5β,8β,8aα)>-octahydro-5,8-epoxy-1H-2-benzopyran-3-ol

: 149079-86-7
(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) tBuLi / 1.) ether, -78 deg C, 2.) ether, THF, from -78 deg C to 0 deg C

2: H₂, AcOH / 20percent Pd(OH)2-C / 760 Torr

3: DMAP, pyridine / 25 °C

4: CrO₃, H₂SO₄ / acetone / 0 - 25 °C

5: aq. NaOH / tetrahydrofuran / 25 °C

6: HCl / 0 °C

7: CrO₃, H₂SO₄ / acetone / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; sodium hydroxide; sulfuric acid; hydrogen; tert.-butyl lithium; acetic acid; palladium hydroxide - carbon; In tetrahydrofuran; acetone;
DOI:10.1021/jm00062a013

Reference yield:

: 133027-56-2
<3-(2-bromophenyl)propoxy>dimethyl(1,1,2-trimethylpropyl)silane

: 149079-86-7
(1R,2S,3R,4S)-3-{2-[2-(2-Methoxycarbonyl-ethyl)-phenyl]-ethyl}-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) tBuLi / 1.) ether, -78 deg C, 2.) ether, THF, from -78 deg C to 0 deg C

2: H₂, AcOH / 20percent Pd(OH)2-C / 760 Torr

3: DMAP, pyridine / 25 °C

4: CrO₃, H₂SO₄ / acetone / 0 - 25 °C

5: aq. NaOH / tetrahydrofuran / 25 °C

6: HCl / 0 °C

7: CrO₃, H₂SO₄ / acetone / 25 °C

With pyridine; chromium(VI) oxide; hydrogenchloride; dmap; sodium hydroxide; sulfuric acid; hydrogen; tert.-butyl lithium; acetic acid; palladium hydroxide - carbon; In tetrahydrofuran; acetone;
DOI:10.1021/jm00062a013