(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

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Chemical Name:(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol
CAS No.:856433-59-5
Molecular Formula:C₂₁H₃₂O₅
Molecular Weight:364.482
Hs Code.:

Synonyms:(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

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Chemical Property of (E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

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Technology Process of (E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

There total 5 articles about (E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-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: 99.0%

: 856433-71-1
(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-acrylic acid ethyl ester

: 856433-59-5
(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;
DOI:10.1021/ol050569a

Reference yield:

: 856433-58-4
(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde

: 856433-59-5
(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / toluene / 12 h / 70 °C

2: 99 percent / DIBAL / tetrahydrofuran; hexane / 0.5 h / 0 °C

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; toluene; 1: Wittig reaction;
DOI:10.1021/ol050569a

Reference yield:

: 856433-57-3
(2S,3R,4R)-5-(4-Methoxy-benzyloxy)-4-methyl-2-vinyl-pentane-1,3-diol

: 856433-59-5
(E)-3-{(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxan-5-yl}-2-methyl-prop-2-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.20 g / PPTS / CH₂Cl₂ / 1.5 h / 20 °C

2.1: OsO₄; NMO / acetone; H₂O; 2-methyl-propan-2-ol / 12 h / 20 °C

2.2: 91 percent / sodium periodate / acetone; H₂O; 2-methyl-propan-2-ol / 1 h

3.1: 98 percent / toluene / 12 h / 70 °C

4.1: 99 percent / DIBAL / tetrahydrofuran; hexane / 0.5 h / 0 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; water; acetone; toluene; tert-butyl alcohol; 3.1: Wittig reaction;
DOI:10.1021/ol050569a