(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol

Base Information

• Chemical Name: (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol
• CAS No.: 247221-11-0
• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.417
• Mol file: 247221-11-0.mol

Synonyms:(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol

Chemical Property of (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol

There total 7 articles about (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-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: 92.0%

(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene (247221-10-9) → (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol (247221-11-0)

Guidance literature:

(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 3h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 0.5h;

Reference yield: 84.0%

C34H46O5Si → (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol (247221-11-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-2007-985600

Reference yield:

(2R,3R)-2-O-(4-methoxybenzyl)-1,2,3,4-butanetetrol (152386-84-0) → (3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propan-1-ol (247221-11-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 56 percent / TsOH*H₂O / benzene

2.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3.1: nBuLi / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 83 percent / tetrahydrofuran; hexane / 2 h / 20 °C

4.1: 9-BBN / tetrahydrofuran / 3 h / 20 °C

4.2: 92 percent / aq. NaOH; 30 percent H₂O₂ / tetrahydrofuran / 0.5 h / 20 °C

With 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; dichloromethane; benzene; 1.1: Cyclization / 2.1: Dess-Martin oxidation / 3.1: Dehydrobromination / 3.2: Wittig olefination / 4.1: hydroboration / 4.2: Hydrolysis;

upstream raw materials:

(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propene

(2R,3R)-2-O-(4-methoxybenzyl)-1,2,3,4-butanetetrol

[(4R,5R)-5-Hydroxymethyl-2-(4-methoxy-phenyl)-[1,3]dioxolan-4-yl]-methanol

(1R,2S)-1-((R)-2,2-diethyl-1,3-dioxolan-4-yl)-2-((4-methoxybenzyl)oxy)ethan-1-ol

Downstream raw materials:

(4R)-4-phenylmethyl-3-[[(5R)-5-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]]-(2R,3R)-3-hydroxy-5-(4-methoxybenzyloxy)-2-methyl-pentanoyl]-oxazolidin-2-one

(3R)-3-[(4R)-2,2-diethyl-[1,3]dioxolan-4-yl]-3-(4-methoxybenzyloxy)propanal