(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

Base Information

Chemical Name:(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol
CAS No.:124755-30-2
Molecular Formula:C₁₈H₂₈O₄
Molecular Weight:308.418
Hs Code.:

Synonyms:(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

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Chemical Property of (2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

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Technology Process of (2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

There total 13 articles about (2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol 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: 98.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 124819-04-1
(2S,3S,4S,6R)-2,4,6-trimethylheptane-1,3,7-triol

: 124755-30-2
(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1021/jo9809433

Reference yield: 84.0%

: (2S,3S,4S,6R)-1,3-(benzylidenedioxy)-7-<(tert-butyldimethylsilyl)oxy>-2,4,5-trimethylheptane

: 124755-30-2
(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 5h;
DOI:10.1021/jo00292a031

Reference yield:

: 108393-28-8
(2S,3R,4S)-5-benzyloxy-2,3-dimethylpentane-1,4-diol

: 124755-30-2
(2R,4S)-4-[(2'R,4'S,5'S)-2'-(4-methoxyphenyl)-5'-methyl-1',3'-dioxan-4-yl]-2-methylpentan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: 78 percent / H₂ / Pd/C / ethanol / 7.5 h / 2280 Torr

3: Et₃N, DMAP / CH₂Cl₂ / 3 h / 0 °C

4: 95 percent / Et₃N, DMAP / CH₂Cl₂ / 0.5 h / Ambient temperature

5: tert-BuOK / tetrahydrofuran / 0.5 h / Ambient temperature

6: 94 percent / LiAlH₄ / tetrahydrofuran / 22 h / Ambient temperature

7: 98 percent / camphorsulfonic acid / CH₂Cl₂ / 12 h / Ambient temperature

With dmap; lithium aluminium tetrahydride; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo9809433