(R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

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Chemical Name:(R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one
CAS No.:83918-50-7
Molecular Formula:C₃₄H₅₂O₈S
Molecular Weight:620.848
Hs Code.:

Synonyms:(R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

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Chemical Property of (R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

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Technology Process of (R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

There total 1 articles about (R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-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: 45.0%

: 54005-75-3
1-iodo-7,7-(1,3-dioxolane)heptane

: 83918-42-7
(3S,4S)-4-[(E)-(R)-3-(Tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

: 83918-50-7
(R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 50 ℃; for 4h;
DOI:10.1021/ja00339a043

Reference yield:

: 83918-50-7
(R)-3-(6-[1,3]Dioxolan-2-yl-hexyl)-4-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-3-(toluene-4-sulfonyl)-tetrahydro-pyran-2-one

: 83928-44-3
Toluene-4-sulfonic acid (E)-(3S,6R)-3-{1-[cyano-(1-ethoxy-ethoxy)-methyl]-7-[1,3]dioxolan-2-yl-heptyl}-6-(tetrahydro-pyran-2-yloxy)-undec-4-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KOH / 1.) MeOH, 3.) imidazole

2: 93 percent / Na(Hg), Na₂HPO₄ / ethanol / 12 h / Ambient temperature

3: 1.) i-Bu₂AlH, 2.) Me₂SO, (COCl)2, 3.) Et₃N / 1.) THF, -50 deg C

4: 1.) 18-crown-6, 2.) PhCH₂NMe₃F / 1.) 0 deg C, 2.) THF, H₂O, 0 deg C, 30 min

5: pyridinium p-toluenesulfonate / CH₂Cl₂

6: n-Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: Et₃N / CH₂Cl₂

With potassium hydroxide; disodium hydrogenphosphate; sodium amalgam; oxalyl dichloride; 18-crown-6 ether; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; trimethyl(benzyl)ammonium fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/ja00339a043