(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

Base Information

Chemical Name:(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane
CAS No.:198017-19-5
Molecular Formula:C₃₄H₅₂O₅
Molecular Weight:540.784
Hs Code.:

Synonyms:(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

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Technology Process of (4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

There total 5 articles about (4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane 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: 97.0%

: 17325-85-8
(2S)-3-(benzyloxy)propane-1,2-diol

: 176211-45-3
16-(4-methoxybenzyloxy)-1-hexadecanal

: 198017-19-5
(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

Guidance literature:: With magnesium sulfate; toluene-4-sulfonic acid; In dichloromethane;
DOI:10.1039/CC9960000365

Reference yield:

: 2-[16-(4-Methoxy-benzyloxy)-hexadecyloxy]-tetrahydro-pyran

: 198017-19-5
(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 51.3 g / aq. HCl / tetrahydrofuran; methanol / 12 h / 20 °C

2.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.62 h / -20 °C

2.2: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

3.1: 97 percent / p-toluenesulfonic acid; MgSO₄ / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; oxalyl dichloride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; 1.1: Hydrolysis / 2.1: Swern oxidation / 2.2: Swern oxidation / 3.1: Cyclization;
DOI:10.1246/bcsj.70.2545

Reference yield:

: 139386-65-5
1-hydroxy-16-(2'-tetrahydropyranyloxy)-hexadecane

: 198017-19-5
(4R)-4-benzyloxymethyl-2-[15-(4-methoxybenzyloxy)pentadecanyl]-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: tetrahydrofuran; hexamethylphosphoric acid triamide / 62 h / 40 °C

2.1: 51.3 g / aq. HCl / tetrahydrofuran; methanol / 12 h / 20 °C

3.1: oxalyl chloride; DMSO / CH₂Cl₂ / 0.62 h / -20 °C

3.2: 80 percent / Et₃N / CH₂Cl₂ / -30 - 0 °C

4.1: 97 percent / p-toluenesulfonic acid; MgSO₄ / CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; oxalyl dichloride; sodium hydride; magnesium sulfate; toluene-4-sulfonic acid; dimethyl sulfoxide; In tetrahydrofuran; methanol; dichloromethane; 1.1: Metallation / 1.2: Etherification / 2.1: Hydrolysis / 3.1: Swern oxidation / 3.2: Swern oxidation / 4.1: Cyclization;
DOI:10.1246/bcsj.70.2545