1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene

Base Information

• Chemical Name: 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene
• CAS No.: 635727-26-3
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.436
• Mol file: 635727-26-3.mol

Synonyms:1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene

Chemical Property of 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene

There total 2 articles about 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene 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: 97.0%

(2R,3S)-1-Benzyloxy-3-methyl-pent-4-en-2-ol (635727-09-2) + p-methoxybenzyl chloride (824-94-2) → 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene (635727-26-3)

Guidance literature:

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

DOI:10.1002/anie.200352016

Reference yield:

Methyltriphenylphosphonium bromide (1779-49-3) + (2R,3R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-2-methyl-butyraldehyde → 1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene (635727-26-3)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

(2R,3R)-4-Benzyloxy-3-(4-methoxy-benzyloxy)-2-methyl-butyraldehyde; In tetrahydrofuran; hexane; at 20 ℃; for 16h; Further stages.;

DOI:10.1016/j.tet.2008.07.078

Reference yield: 99.0%

1-{[(2R,3S)-1-(benzyloxy)-3-methylpent-4-en-2-yloxy]methyl}-4-methoxy-benzene (635727-26-3) → (3S,4R)-5-(benzyloxy)-4-(4-methoxybenzyloxy)-3-methylpentane-1,2-diol

Guidance literature:

With methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol; at 0 ℃; for 24h;

DOI:10.1016/j.tet.2008.07.078

upstream raw materials:

(2R,3S)-1-Benzyloxy-3-methyl-pent-4-en-2-ol

p-methoxybenzyl chloride

Methyltriphenylphosphonium bromide

Downstream raw materials:

(4R,5S,6R)-7-benzyloxy-6-(4-methoxybenzyloxy)-5-methylhept-1-en-4-ol

ethyl [(2S,4R,5R,6R)-6-benzyloxymethyl-5-methyl-4-triisopropylsilanyloxytetrahydropyran-2-yl]acetate

4-[(2R,4R,5R,6R)-6-benzyloxymethyl-5-methyl-4-triisopropylsilanyloxytetrahydropyran-2-yl]-(2E)-buten-1-ol

(E)-(5R,6S,7R)-8-Benzyloxy-5-hydroxy-7-(4-methoxy-benzyloxy)-6-methyl-oct-2-enoic acid ethyl ester