(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

Base Information

Chemical Name:(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane
CAS No.:110314-58-4
Molecular Formula:C₃₃H₄₂O₆
Molecular Weight:534.693
Hs Code.:

(2R,3R,4R,5S,8S)-8-<m-(benzyloxymethoxy)phenyl>-1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

Synonyms:(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

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Chemical Property of (2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

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Technology Process of (2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

There total 41 articles about (2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane 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: 87.0%

: 137531-89-6
(2R,3R,4R,5S,8S)-8-(m-benzyloxymethylphenyl)-1,2-epoxy-8-methoxy-3,5-dimethyloctan-4-ol

: 824-94-2
p-methoxybenzyl chloride

: 110314-58-4
(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

Guidance literature:: With sodium hydride;
DOI:10.1016/S0040-4039(00)93449-X

Reference yield: 78.0%

: (2R,3S,4R,5S,8S)-8-(3-Benzyloxymethoxy-phenyl)-8-methoxy-4-(4-methoxy-benzyloxy)-3,5-dimethyl-octane-1,2-diol

: 110314-58-4
(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

Guidance literature:: With potassium tert-butylate; p-toluenesulfonyl chloride; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81547-7

Reference yield:

: C₁₈H₂₁BrMgO₃

: 110314-58-4
(2R,3R,4R,5S,8S)-8--1,2-epoxy-8-methoxy-4-(p-methoxybenzyloxy)-3,5-dimethyloctane

Guidance literature:: Multi-step reaction with 8 steps

1: CuI / tetrahydrofuran

2: 93 percent / 4-dimethylaminopyridine / tetrahydrofuran / 12 h / Ambient temperature

3: 62 percent / lithium aluminum hydride / tetrahydrofuran / 14 h / Ambient temperature

4: 91 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 12 h / Ambient temperature

5: 86 percent / PPTS / methanol / 36 h / Ambient temperature

6: 97 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 12 h / Ambient temperature

7: 31 percent / aq. KOH; methanol / 24 h / Ambient temperature

8: 87 percent / NaH / tetrahydrofuran; dimethylformamide / 24 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; sodium hydride; copper(l) iodide; In tetrahydrofuran; methanol; potassium hydroxide; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81547-7