(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Base Information

Chemical Name:(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid
CAS No.:149079-88-9
Molecular Formula:C₁₇H₂₀O₅
Molecular Weight:304.343
Hs Code.:

Synonyms:(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

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Chemical Property of (1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

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Technology Process of (1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

There total 8 articles about (1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-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:

: 149079-80-1
[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-acetic acid methyl ester

: 149079-88-9
(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-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:

: 404575-34-4
7-oxabicyclo<2.2.1>heptane tetrahydrofuranol

: 149079-88-9
(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: EtMgBr / 0 - 25 °C

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

3: pyridine / 0 - 25 °C

4: n-Bu₄NF / tetrahydrofuran / 25 °C

5: 1.) Dess-Martin periodinane, 2.) K₂CO₃, NIS / 1.) CH₂Cl₂, 25 deg C, 2.) 25 deg C

6: K₂CO₃, MeOH / 25 °C

7: CrO₃, H₂SO₄ / acetone / 25 °C

With pyridine; chromium(VI) oxide; methanol; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; Dess-Martin periodane; acetic acid; palladium hydroxide - carbon; In tetrahydrofuran; acetone;
DOI:10.1021/jm00062a013

Reference yield:

: C₁₆H₂₇BrMgOSi

: 149079-88-9
(1R,2S,3R,4S)-3-(2-Methoxycarbonylmethyl-benzyl)-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: EtMgBr / 0 - 25 °C

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

3: pyridine / 0 - 25 °C

4: n-Bu₄NF / tetrahydrofuran / 25 °C

5: 1.) Dess-Martin periodinane, 2.) K₂CO₃, NIS / 1.) CH₂Cl₂, 25 deg C, 2.) 25 deg C

6: K₂CO₃, MeOH / 25 °C

7: CrO₃, H₂SO₄ / acetone / 25 °C

With pyridine; chromium(VI) oxide; methanol; N-iodo-succinimide; sulfuric acid; ethylmagnesium bromide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; Dess-Martin periodane; acetic acid; palladium hydroxide - carbon; In tetrahydrofuran; acetone;
DOI:10.1021/jm00062a013