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

Base Information

• Chemical Name: 3-benzyloxy-4-benzyloxymethyl-5-methoxy-2-methyl-hept-6-ene-2-ol
• CAS No.: 934279-81-9
• Molecular Formula: C₂₄H₃₂O₄
• Molecular Weight: 384.516
• Mol file: 934279-81-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about 3-benzyloxy-4-benzyloxymethyl-5-methoxy-2-methyl-hept-6-ene-2-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: 89.0%

3-benzyloxy-4-benzyloxymethyl-2-methyl-hept-6-ene-2,5-diol (934279-80-8) + methyl iodide (74-88-4) → 3-benzyloxy-4-benzyloxymethyl-5-methoxy-2-methyl-hept-6-ene-2-ol (934279-81-9)

Guidance literature:

3-benzyloxy-4-benzyloxymethyl-2-methyl-hept-6-ene-2,5-diol; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2007.01.037

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-5-methoxy-2-methyl-hept-6-ene-2-ol (934279-81-9) → 2-methyl-5-O-tert-butyldiphenylsilyloxymethyl-4-methoxy-2-cyclopentadien-1-[1,3]dioxolane (934279-86-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 78 percent / triethylamine; MsCl / N,N-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

2: 89 percent / Grubbs' second-generation catalyst / benzene / 48 h / Heating

3: 85 percent / ammonia; sodium / tetrahydrofuran / 0.75 h / -78 °C

4: 94 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

5: 88 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

6: 55 percent / p-toluenesulfonic acid / benzene / 24 h / Heating

With 1H-imidazole; ammonia; sodium; Dess-Martin periodane; toluene-4-sulfonic acid; methanesulfonyl chloride; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; In tetrahydrofuran; dichloromethane; benzene; 1: Hoffman elimination;

DOI:10.1016/j.tet.2007.01.037

upstream raw materials:

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

methyl iodide

Downstream raw materials:

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

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