isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate
CAS No.:1396203-74-9
Molecular Formula:C₁₆H₂₁ClO₃
Molecular Weight:296.794
Hs Code.:

Synonyms:isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate

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Chemical Property of isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate

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Technology Process of isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate

There total 5 articles about isopropyl 2-((2R,6S)-6-(4-chlorophenyl)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: 79.0%

: 1396202-42-8
ethyl 7-(4-methylphenyl)-7-oxohept-2-enoate

: 67-63-0,8013-70-5
isopropyl alcohol

: 1396203-74-9
isopropyl 2-((2R,6S)-6-(4-chlorophenyl)tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With C₆₇H₇₄Cl₂IrN₂O₄P₂; potassium tert-butylate; hydrogen; at 25 - 30 ℃; under 38002.6 Torr; enantioselective reaction;
DOI:10.1021/ol3020144

Reference yield:

: 106-39-8
bromochlorobenzene

: 1396203-74-9
isopropyl 2-((2R,6S)-6-(4-chlorophenyl)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: C₆₇H₇₄Cl₂IrN₂O₄P₂; potassium tert-butylate; hydrogen / 25 - 30 °C / 38002.6 Torr

With oxalyl dichloride; lithium hydroxide monohydrate; C₆₇H₇₄Cl₂IrN₂O₄P₂; 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:

: 1217891-10-5
1-(4-chlorophenyl)-5-hydroxypentan-1-one

: 1396203-74-9
isopropyl 2-((2R,6S)-6-(4-chlorophenyl)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: C₆₇H₇₄Cl₂IrN₂O₄P₂; potassium tert-butylate; hydrogen / 25 - 30 °C / 38002.6 Torr

With oxalyl dichloride; lithium hydroxide monohydrate; C₆₇H₇₄Cl₂IrN₂O₄P₂; potassium tert-butylate; hydrogen; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: |Swern Oxidation / 1.2: |Swern Oxidation;
DOI:10.1021/ol3020144