(3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate

Base Information

• Chemical Name: (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate
• CAS No.: 1528746-77-1
• Molecular Formula: C₂₆H₃₄O₇
• Molecular Weight: 458.552
• Mol file: 1528746-77-1.mol

Synonyms:(3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate

Chemical Property of (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate

There total 5 articles about (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate 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: 78.0%

(2R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-(tert-butyldiphenylsilyloxy)butanoate (1528746-70-4) → (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate (1528746-77-1)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1016/j.tet.2013.11.070

Reference yield:

(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol (1313708-38-1) → (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate (1528746-77-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 4 h / 20 °C / Inert atmosphere

2: pyridine hydrogenfluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

With potassium carbonate; pyridine hydrogenfluoride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.tet.2013.11.070

Reference yield:

(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene (1313708-39-2) → (3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-hydroxybutanoate (1528746-77-1)

Guidance literature:

Multi-step reaction with 3 steps

1: trimethylaluminum / hexane / 0.5 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / acetonitrile / 4 h / 20 °C / Inert atmosphere

3: pyridine hydrogenfluoride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere

With trimethylaluminum; potassium carbonate; pyridine hydrogenfluoride; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1016/j.tet.2013.11.070

upstream raw materials:

(2R,3E)-2-[5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenol

(2R,3E)-4-[1-(benzyloxy)pent-3-en-2-yloxy]-1-(methoxymethoxy)-2-methylbenzene

(2S)-methyl 2-(trifluoromethylsulfonyloxy)-4-(tert-butyldiphenylsilyloxy)butanoate

(2R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}-4-(tert-butyldiphenylsilyloxy)butanoate

Downstream raw materials:

C₃₂H₃₇NO₈Se

(3R)-methyl 2-{2-[(2R,3E)-5-(benzyloxy)pent-3-en-2-yl]-4-(methoxymethoxy)-5-methylphenoxy}but-3-enoate