(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

Base Information

Chemical Name:(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one
CAS No.:1312549-91-9
Molecular Formula:C₂₁H₁₈FNO₄
Molecular Weight:367.377
Hs Code.:

Synonyms:(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

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Chemical Property of (3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

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Technology Process of (3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

There total 1 articles about (3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one 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: 70.0%

: 352-34-1
4-fluoro-1-iodobenzene

: 1240893-85-9
(3aS,6S,6aS)-6-ethynyl-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

: 1312549-91-9
(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; diisopropylamine; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere; Darkness;
DOI:10.1016/j.tet.2011.04.027

Reference yield: 95.0%

: 1312549-91-9
(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

: 1312549-92-0
(3aS,6S,6aS)-6-(4-fluorophenethyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

Guidance literature:: With hydrogen; palladium(II) hydroxide; In methanol; ethyl acetate; at 20 ℃; for 24h; under 760.051 Torr;
DOI:10.1016/j.tet.2011.04.027

Reference yield:

: 1312549-91-9
(3aS,6S,6aS)-6-((4-fluorophenyl)ethynyl)-3-(4-methoxybenzyl)tetrahydrofuro[3,4-d]oxazol-2(3H)-one

: 1182124-40-8
(2S,3S,4S)-4-amino-2-(4-fluorophenethyl)-tetrahydrofuran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium(II) hydroxide / methanol; ethyl acetate / 24 h / 20 °C / 760.05 Torr

2: ammonium cerium (IV) nitrate / water; acetonitrile / 4 h / 20 °C

3: water; potassium hydroxide / ethanol / 7 h / 85 °C

With ammonium cerium (IV) nitrate; water; hydrogen; palladium(II) hydroxide; potassium hydroxide; In methanol; ethanol; water; ethyl acetate; acetonitrile;
DOI:10.1016/j.tet.2011.04.027