(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

Base Information

Chemical Name:(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol
CAS No.:1421136-08-4
Molecular Formula:C₂₁H₂₆O₆
Molecular Weight:374.434
Hs Code.:

Synonyms:(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

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Chemical Property of (1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

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Technology Process of (1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

There total 6 articles about (1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol 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: 71.0%

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: C₁₄H₂₀O₄

: 1421136-07-3
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

: 1421136-08-4
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

Guidance literature:: 1,2-(methylenedioxy)-4-bromobenzene; With magnesium; In tetrahydrofuran; for 1h; Reflux;

C₁₄H₂₀O₄; In tetrahydrofuran; at 0 ℃; for 1h; diastereoselective reaction;
DOI:10.1016/j.tetlet.2012.12.003

Reference yield:

: 1013326-40-3
(E)-4-(4-methoxybenzyloxy)-3-methyl-but-2-en-1-ol

: 1421136-07-3
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

: 1421136-08-4
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; titanium(IV) isopropylate / dichloromethane / -20 °C / Molecular sieve

2.1: copper(l) iodide / diethyl ether; hexane / 0.67 h / -20 °C

2.2: 1 h / -20 °C

2.3: 1 h / 20 °C

3.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C

4.1: magnesium / tetrahydrofuran / 1 h / Reflux

4.2: 1 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; copper(l) iodide; oxalyl dichloride; L-(+)-diisopropyl tartrate; magnesium; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.1: |Sharpless Asymmetric Epoxidation / 3.1: |Swern Oxidation / 4.2: |Grignard Reaction;
DOI:10.1016/j.tetlet.2012.12.003

Reference yield:

: 1421136-06-2
((2S,3S)-3-((4-methoxybenzyloxy)methyl)-3-methyloxiran-2-yl)methanol

: 1421136-07-3
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

: 1421136-08-4
(1S,2R,3R)-4-(4-methoxybenzyloxy)-1-(benzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide / diethyl ether; hexane / 0.67 h / -20 °C

1.2: 1 h / -20 °C

1.3: 1 h / 20 °C

2.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 1 h / -78 °C

3.1: magnesium / tetrahydrofuran / 1 h / Reflux

3.2: 1 h / 0 °C

With copper(l) iodide; oxalyl dichloride; magnesium; dimethyl sulfoxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 2.1: |Swern Oxidation / 3.2: |Grignard Reaction;
DOI:10.1016/j.tetlet.2012.12.003