3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI)

Base Information

Chemical Name:3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI)
CAS No.:528588-19-4
Molecular Formula:C13H13FO2
Molecular Weight:220.24
Hs Code.:
Mol file:528588-19-4.mol

Synonyms:3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI)

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Chemical Property of 3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI)

Chemical Property:

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Technology Process of 3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI)

There total 5 articles about 3-Oxabicyclo[3.1.0]hexan-2-one,4-ethyl-1-(4-fluorophenyl)-,(1S,4S,5R)-(9CI) 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: 94.0%

: 528587-95-3
(1S,2R)-1-(4-fluorophenyl)-2-[(S)-1-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

: 528588-19-4
(1S,4S,5R)-2-oxo-4-ethyl-1-(4-fluorophenyl)-3-oxabicyclo[3.1.0]hexane

Guidance literature:: With hydrogenchloride; In methanol; for 2h; Heating;
DOI:10.1016/S0968-0896(02)00346-2

Reference yield:

: 459-22-3
4-fluorophenylacetonitrile

: 528588-19-4
(1S,4S,5R)-2-oxo-4-ethyl-1-(4-fluorophenyl)-3-oxabicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaNH₂ / benzene / 2 h / 20 °C

1.2: benzene / 2 h / 20 °C

2.1: 94 percent / AlCl₃ / CH₂Cl₂ / 18 h / 20 °C

3.1: 82 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

4.1: 94 percent / diethyl ether; tetrahydrofuran / 4 h / -15 °C

5.1: 94 percent / 6 N HCl / methanol / 2 h / Heating

With hydrogenchloride; aluminium trichloride; oxalyl dichloride; sodium amide; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene; 3.1: Swern oxidation / 4.1: Grignard reaction;
DOI:10.1016/S0968-0896(02)00346-2

Reference yield:

: 528587-71-5
(1S,5R)-2-oxo-1-(4-fluorophenyl)-3-oxabicyclo[3.1.0]hexane

: 528588-19-4
(1S,4S,5R)-2-oxo-4-ethyl-1-(4-fluorophenyl)-3-oxabicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / AlCl₃ / CH₂Cl₂ / 18 h / 20 °C

2: 82 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

3: 94 percent / diethyl ether; tetrahydrofuran / 4 h / -15 °C

4: 94 percent / 6 N HCl / methanol / 2 h / Heating

With hydrogenchloride; aluminium trichloride; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; 2: Swern oxidation / 3: Grignard reaction;
DOI:10.1016/S0968-0896(02)00346-2