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

Base Information

Chemical Name:(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde
CAS No.:856433-58-4
Molecular Formula:C₁₈H₂₆O₅
Molecular Weight:322.401
Hs Code.:

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

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Chemical Property of (4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde

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Technology Process of (4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde

There total 3 articles about (4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-[1,3]dioxane-5-carbaldehyde 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: 91.0%

: 856433-70-0
(4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-5-vinyl-[1,3]dioxane

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

Guidance literature:: (4R,5S)-4-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2-dimethyl-5-vinyl-[1,3]dioxane; With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone; tert-butyl alcohol; at 20 ℃; for 12h;

With sodium periodate; In water; acetone; tert-butyl alcohol; for 1h;
DOI:10.1021/ol050569a

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 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

With osmium(VIII) oxide; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ol050569a

Reference yield:

: {3-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-oxiranyl}-methanol

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: CuBr*Me₂S / diethyl ether; tetrahydrofuran / 12 h / 0 °C

1.2: sodium periodate / acetonitrile; H₂O / 0.5 h / 20 °C

2.1: 1.20 g / PPTS / CH₂Cl₂ / 1.5 h / 20 °C

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

3.2: 91 percent / sodium periodate / acetone; H₂O; 2-methyl-propan-2-ol / 1 h

With osmium(VIII) oxide; N-methyl-2-indolinone; copper(I) bromide dimethylsulfide complex; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1021/ol050569a