(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

Base Information

Chemical Name:(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran
CAS No.:639071-36-6
Molecular Formula:C₂₁H₂₈O₃
Molecular Weight:328.452
Hs Code.:

Synonyms:(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

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Chemical Property of (2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

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Technology Process of (2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

There total 6 articles about (2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran 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:

: (7-{(2R,5S)-5-[(S)-1-(4-Methoxy-phenoxy)-allyl]-tetrahydro-furan-2-yl}-hept-1-ynyl)-trimethyl-silane

: 639071-36-6
(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; at -20 - 20 ℃;
DOI:10.1021/ja0384734

Reference yield:

: 102490-00-6
(2S,3R)-1,2-epoxy-4-penten-3-ol

: 639071-36-6
(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / triphenylphosphane; diisopropyl diazenedicarboxylate / tetrahydrofuran / 0 - 20 °C

2: 90 percent / CuCN / diethyl ether / 3 h / -78 °C

3: 83 percent / Co(modp)2; tert-butyl hydroperoxide; O₂ / propan-2-ol; decane / 24 h / 60 °C

4: 90 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

5: CuI / tetrahydrofuran / 1 h / -20 - -10 °C

6: 2.123 g / tetrabutylammonium fluoride / methanol; tetrahydrofuran / -20 - 20 °C

With tert.-butylhydroperoxide; copper(l) iodide; di-isopropyl azodicarboxylate; Co(modp)2; tetrabutyl ammonium fluoride; oxygen; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; decane; dichloromethane; isopropyl alcohol; 1: Mitsunobu reaction;
DOI:10.1021/ja0384734

Reference yield:

: 150-76-5
4-methoxy-phenol

: 639071-36-6
(2R,5S)-2-(hept-6-yn-1-yl)-5-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydrofuran

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / triphenylphosphane; diisopropyl diazenedicarboxylate / tetrahydrofuran / 0 - 20 °C

2: 90 percent / CuCN / diethyl ether / 3 h / -78 °C

3: 83 percent / Co(modp)2; tert-butyl hydroperoxide; O₂ / propan-2-ol; decane / 24 h / 60 °C

4: 90 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

5: CuI / tetrahydrofuran / 1 h / -20 - -10 °C

6: 2.123 g / tetrabutylammonium fluoride / methanol; tetrahydrofuran / -20 - 20 °C

With tert.-butylhydroperoxide; copper(l) iodide; di-isopropyl azodicarboxylate; Co(modp)2; tetrabutyl ammonium fluoride; oxygen; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; decane; dichloromethane; isopropyl alcohol; 1: Mitsunobu reaction;
DOI:10.1021/ja0384734