2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene

Base Information

• Chemical Name: 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene
• CAS No.: 934279-74-0
• Molecular Formula: C₂₄H₃₀O₃
• Molecular Weight: 366.5
• Mol file: 934279-74-0.mol

Synonyms:2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene

Chemical Property of 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene

There total 2 articles about 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene 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%

3-benzyloxy-4-benzyloxymethyl-5-methoxy-2-methyl-hept-6-ene-2-ol (934279-81-9) → 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene (934279-74-0)

Guidance literature:

With methanesulfonyl chloride; triethylamine; dmap; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2007.01.037

Reference yield:

3-benzyloxy-4-benzyloxymethyl-2-methyl-hept-6-ene-2,5-diol (934279-80-8) → 2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene (934279-74-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / various solvent(s); dimethylformamide / 0.5 h / 0 °C

1.2: 89 percent / various solvent(s); dimethylformamide / 1 h / 20 °C

2.1: 78 percent / triethylamine; MsCl / N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

With sodium hydride; methanesulfonyl chloride; triethylamine; dmap; In dichloromethane; N,N-dimethyl-formamide; 2.1: Hoffman elimination;

DOI:10.1016/j.tet.2007.01.037

Reference yield: 89.0%

2-methyl-3-benzyloxy-4-benzyloxymethyl-5-methoxy-1,6-heptadiene (934279-74-0) → 4-methyl-3-benzyloxy-2-benzyloxymethyl-1-methoxy-4-cyclopentadiene (934279-82-0)

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In benzene; for 48h; Heating;

DOI:10.1016/j.tet.2007.01.037

upstream raw materials:

3-benzyloxy-4-benzyloxymethyl-5-methoxy-2-methyl-hept-6-ene-2-ol

3-benzyloxy-4-benzyloxymethyl-2-methyl-hept-6-ene-2,5-diol

Downstream raw materials:

4-methyl-3-benzyloxy-2-benzyloxymethyl-1-methoxy-4-cyclopentadiene

(4R,5R)-5-O-tert-butyldiphenylsilyloxymethyl-4-methoxy-2-methylcyclopent-2-enone

4-methyl-3-hydroxy-2-tert-butyldiphenylsilyloxymethyl-1-methoxy-4-cyclopentadiene

2-methyl-5-O-tert-butyldiphenylsilyloxymethyl-4-methoxy-2-cyclopentadien-1-[1,3]dioxolane