(4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane

Base Information

• Chemical Name: (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane
• CAS No.: 1206732-08-2
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402
• Mol file: 1206732-08-2.mol

Synonyms:(4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane

Chemical Property of (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane

There total 2 articles about (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-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: 89.0%

(3R)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]pent-1-en-3-ol (1244569-20-7) + p-Methoxybenzyl bromide (2746-25-0) → (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane (1206732-08-2)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1002/hlca.200900410

Reference yield:

C17H24O5 (1206732-06-0) + methyl-triphenylphosphonium iodide (2065-66-9) → (4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane (1206732-08-2)

Guidance literature:

methyl-triphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

C₁₇H₂₄O₅; In tetrahydrofuran; at 0 ℃; for 12h;

DOI:10.1016/j.tetasy.2009.10.030

Reference yield: 92.0%

(4S)-4-{(3R)-3-[(4-methoxybenzyl)oxy]pent-4-en-1-yl}-2,2-dimethyl-1,3-dioxolane (1206732-08-2) → (2S,5R)-5-[(4-methoxybenzyl)oxy]hept-6-ene-1,2-diol (1206732-10-6)

Guidance literature:

With acetic acid; at 20 ℃; for 6h;

DOI:10.1002/hlca.200900410

upstream raw materials:

C₁₇H₂₄O₅

methyl-triphenylphosphonium iodide

(3R)-5-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]pent-1-en-3-ol

p-Methoxybenzyl bromide

Downstream raw materials:

(2S,5R)-5-[(4-methoxybenzyl)oxy]hept-6-ene-1,2-diol