ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate
CAS No.:1396204-24-2
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

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Chemical Property of ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

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Technology Process of ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

There total 4 articles about ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate 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: 90.0%

: 64-17-5
ethanol

: 1396202-81-5
ethyl 7-(2-methoxyphenyl)-7-oxohept-2-enoate

: 1396204-24-2
ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With C₅₂H₆₆ClIrN₂P; potassium tert-butylate; hydrogen; at 25 - 30 ℃; under 7600.51 Torr; enantioselective reaction;
DOI:10.1021/ol3020144

Reference yield:

: 578-57-4
2-bromoanisole

: 1396204-24-2
ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert.-butyl lithium / diethyl ether; pentane / 1.25 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.2: 3.5 h / -78 - 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate / tetrahydrofuran / 45 h / 20 °C / Inert atmosphere

4.1: C₅₂H₆₆ClIrN₂P; potassium tert-butylate; hydrogen / 25 - 30 °C / 7600.51 Torr

With oxalyl dichloride; lithium hydroxide monohydrate; C₅₂H₆₆ClIrN₂P; potassium tert-butylate; hydrogen; tert.-butyl lithium; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1021/ol3020144

Reference yield:

: 43228-98-4
5-hydroxy-1-(2-methoxyphenyl)pentan-1-one

: 1396204-24-2
ethyl 2-((2R,6S)-6-(2-methoxyphenyl)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 3 h / -78 °C / Inert atmosphere

1.2: 3.5 h / -78 - 20 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran / 45 h / 20 °C / Inert atmosphere

3.1: C₅₂H₆₆ClIrN₂P; potassium tert-butylate; hydrogen / 25 - 30 °C / 7600.51 Torr

With oxalyl dichloride; lithium hydroxide monohydrate; C₅₂H₆₆ClIrN₂P; potassium tert-butylate; hydrogen; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation;
DOI:10.1021/ol3020144