(-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

Base Information

Chemical Name:(-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate
CAS No.:1352404-20-6
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:

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Chemical Property of (-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

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Technology Process of (-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

There total 7 articles about (-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate 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:

: 37011-86-2
tetrahydro-2-(6-heptynyloxy)-2H-pyran

: 1352404-20-6
(-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran; hexanes / 3 h / -40 °C / Inert atmosphere

1.2: 48.25 h / -40 - 20 °C

1.3: Saturated solution

2.1: methanol; toluene-4-sulfonic acid / 2 h / 20 °C

3.1: Jones reagent / acetone / 0.33 h / 0 - 20 °C

4.1: methanol; diethyl ether / 0 °C

5.1: sodium tetrahydroborate / methanol / 2 h / 0 °C

6.1: pyridine / dichloromethane / 4 h / 0 - 20 °C

7.1: Chiralpak OJ-H column / hexane; isopropyl alcohol / Resolution of racemate

With pyridine; methanol; sodium tetrahydroborate; Jones reagent; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; hexanes; diethyl ether; hexane; dichloromethane; isopropyl alcohol; acetone;
DOI:10.1016/j.tetasy.2011.08.027

Reference yield:

: 1352403-98-5
rac-tetradec-6-yne-1,8-diol

: 1352404-20-6
(-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: Jones reagent / acetone / 0.33 h / 0 - 20 °C

2: methanol; diethyl ether / 0 °C

3: sodium tetrahydroborate / methanol / 2 h / 0 °C

4: pyridine / dichloromethane / 4 h / 0 - 20 °C

5: Chiralpak OJ-H column / hexane; isopropyl alcohol / Resolution of racemate

With pyridine; sodium tetrahydroborate; Jones reagent; In methanol; diethyl ether; hexane; dichloromethane; isopropyl alcohol; acetone;
DOI:10.1016/j.tetasy.2011.08.027

Reference yield:

: 1352403-96-3
rac-14-(tetrahydro-2H-pyran-2-yloxy)tetradec-8-yn-7-ol

: 1352404-20-6
(-)-(S)-14-methoxy-14-oxotetradec-8-yn-7-yl benzoate

Guidance literature:: Multi-step reaction with 6 steps

1: methanol; toluene-4-sulfonic acid / 2 h / 20 °C

2: Jones reagent / acetone / 0.33 h / 0 - 20 °C

3: methanol; diethyl ether / 0 °C

4: sodium tetrahydroborate / methanol / 2 h / 0 °C

5: pyridine / dichloromethane / 4 h / 0 - 20 °C

6: Chiralpak OJ-H column / hexane; isopropyl alcohol / Resolution of racemate

With pyridine; methanol; sodium tetrahydroborate; Jones reagent; toluene-4-sulfonic acid; In methanol; diethyl ether; hexane; dichloromethane; isopropyl alcohol; acetone;
DOI:10.1016/j.tetasy.2011.08.027