4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

Base Information

Chemical Name:4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane
CAS No.:1270942-88-5
Molecular Formula:C₁₉H₂₇BrO₄
Molecular Weight:399.325
Hs Code.:

Synonyms:4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

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Chemical Property of 4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

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Technology Process of 4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

There total 3 articles about 4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane 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%

: 1270942-78-3
(3S,4R,5Z)-6-bromo-4-(4-methoxybenzyloxy)-3,5-dimethylhex-5-ene-1,2-diol

: 77-76-9
2,2-dimethoxy-propane

: 1270942-88-5
4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 25 ℃; for 17h; Inert atmosphere;
DOI:10.1021/ol200160p

Reference yield:

: 1270942-77-2
(Z,3R,4S)-1-bromo-3-(4-methoxybenzyloxy)-2,4-dimethylhexa-1,5-diene

: 1270942-88-5
4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / dichloromethane / 4 h / 25 °C

2: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 25 °C / Inert atmosphere

With osmium(VIII) oxide; water; pyridinium p-toluenesulfonate; 4-methylmorpholine N-oxide; In dichloromethane;
DOI:10.1021/ol200160p

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1270942-88-5
4-[(2R,3R,4Z)-5-bromo-3-(4-methoxybenzyloxy)-4-methylpent-4-en-2-yl]-2,2-dime-thyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: C₄₉H₃₅IrN₂O₈P₂; water; sodium carbonate / tetrahydrofuran / 144 h / 70 °C / Inert atmosphere; Sealed tube

1.2: 3 h / 0 °C / Inert atmosphere

2.1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / dichloromethane / 4 h / 25 °C

3.1: pyridinium p-toluenesulfonate / dichloromethane / 17 h / 25 °C / Inert atmosphere

With osmium(VIII) oxide; C₄₉H₃₅IrN₂O₈P₂; water; pyridinium p-toluenesulfonate; sodium carbonate; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; 1.2: Mitsunobu reaction;
DOI:10.1021/ol200160p