(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

Base Information

Chemical Name:(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate
CAS No.:1434059-35-4
Molecular Formula:C₂₈H₄₄O₅
Molecular Weight:460.654
Hs Code.:

Synonyms:

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Chemical Property of (S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

Chemical Property:

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Technology Process of (S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

There total 17 articles about (S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate 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:

: 1434059-34-3
(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-(tertbutyldimethylsilyloxy)pent-4-enoate

: 1434059-35-4
(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

Guidance literature:: (S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-(tertbutyldimethylsilyloxy)pent-4-enoate; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water; Inert atmosphere;
DOI:10.1039/c3ob27518c

Reference yield:

: 1434059-29-6
(R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane

: 1434059-35-4
(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.1: L-proline / chloroform / 2 h / 0 °C / Inert atmosphere

4.1: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

5.1: acetic acid; zinc / 12 h / 20 °C / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 0.67 h / 20 °C / Inert atmosphere

6.2: 1 h / 0 - 20 °C / Inert atmosphere

7.1: dilithium tetrachlorocuprate / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

7.2: Inert atmosphere

8.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

8.2: 0.25 h / 0 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

9.2: Inert atmosphere

With sodium tetrahydroborate; dilithium tetrachlorocuprate; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; sodium hydride; Dess-Martin periodane; acetic acid; triethylamine; L-proline; zinc; In tetrahydrofuran; ethanol; dichloromethane; chloroform; mineral oil;
DOI:10.1039/c3ob27518c

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 1434059-35-4
(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: scandium tris(trifluoromethanesulfonate) / toluene / 0.25 h / -20 - -10 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: L-proline / chloroform / 2 h / 0 °C / Inert atmosphere

5.1: sodium tetrahydroborate / ethanol / 2 h / 0 °C / Inert atmosphere

6.1: acetic acid; zinc / 12 h / 20 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; mineral oil / 0.67 h / 20 °C / Inert atmosphere

7.2: 1 h / 0 - 20 °C / Inert atmosphere

8.1: dilithium tetrachlorocuprate / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

8.2: Inert atmosphere

9.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

9.2: 0.25 h / 0 °C / Inert atmosphere

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

10.2: Inert atmosphere

With sodium tetrahydroborate; dilithium tetrachlorocuprate; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; sodium hydride; Dess-Martin periodane; acetic acid; triethylamine; L-proline; scandium tris(trifluoromethanesulfonate); zinc; In tetrahydrofuran; ethanol; dichloromethane; chloroform; toluene; mineral oil;
DOI:10.1039/c3ob27518c