3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

Base Information

Chemical Name:3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester
CAS No.:150013-53-9
Molecular Formula:C₂₀H₂₈O₄
Molecular Weight:332.44
Hs Code.:

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

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Chemical Property of 3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

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Technology Process of 3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

There total 7 articles about 3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-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:

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

: 150013-53-9
3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: EtMgBr / tetrahydrofuran / 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

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

Reference yield:

: C₁₉H₃₃BrMgOSi

: 150013-53-9
3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: EtMgBr / tetrahydrofuran / 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

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

Reference yield:

: (2-{3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2,2-dimethyl-propyl}-phenyl)-((1S,2S,3R,4R)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-yl)-methanol

: 150013-53-9
3-[2-((1S,2R,3R,4R)-3-Hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-2-ylmethyl)-phenyl]-2,2-dimethyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

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

2: pyridine / 0 - 25 °C

3: n-Bu₄NF / tetrahydrofuran / 25 °C

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

5: K₂CO₃, MeOH / 25 °C

With pyridine; methanol; N-iodo-succinimide; tetrabutyl ammonium fluoride; hydrogen; potassium carbonate; Dess-Martin periodane; acetic acid; palladium hydroxide - carbon; In tetrahydrofuran;
DOI:10.1021/jm00062a013