methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate

Base Information

• Chemical Name: methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate
• CAS No.: 116935-48-9
• Molecular Formula: C₁₉H₂₁BrO₄
• Molecular Weight: 393.277
• Mol file: 116935-48-9.mol

Synonyms:methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate

Chemical Property of methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate

There total 7 articles about methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate 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: 67.0%

erythro-4-benzyloxy-3-(2-bromo-2-propen-1-yloxy)-5-methyl-5-hexen-1-yne (116935-47-8) + methyl chloroformate (79-22-1) → methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate (116935-48-9)

Guidance literature:

With n-butyllithium; at -78 ℃;

DOI:10.1039/c39880000283

Reference yield:

erythro-5-methyl-3-(tetrahydro-2-pyranyloxy)-5-hexen-1-yn-4-ol (145852-65-9) → methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate (116935-48-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 86 percent / NaH / 1,2-dimethoxy-ethane

2: 93 percent / HCl/MeOH

3: 79 percent / 50percent aq. NaOH / cetyltrimethylammonium bromide / CH₂Cl₂

4: 67 percent / n-BuLi / -78 °C

With hydrogenchloride; methanol; sodium hydroxide; n-butyllithium; sodium hydride; cetyltrimethylammonim bromide; In 1,2-dimethoxyethane; dichloromethane;

DOI:10.1039/c39880000283

Reference yield:

erythro-4-benzyloxy-5-methyl-5-hexen-1-yn-3-ol (145852-66-0) → methyl-5-benzyloxy-4-(2-bromo-2-propen-1-yloxy)-6-methyl-6-hepten-2-ynoate (116935-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 50percent aq. NaOH / cetyltrimethylammonium bromide / CH₂Cl₂

2: 67 percent / n-BuLi / -78 °C

With sodium hydroxide; n-butyllithium; cetyltrimethylammonim bromide; In dichloromethane;

DOI:10.1039/c39880000283

upstream raw materials:

erythro-4-benzyloxy-3-(2-bromo-2-propen-1-yloxy)-5-methyl-5-hexen-1-yne

methyl chloroformate

benzyl bromide

erythro-5-methyl-3-(tetrahydro-2-pyranyloxy)-5-hexen-1-yn-4-ol

Downstream raw materials:

7-benzyloxy-3a-hydroxyl-6-methyl-3-methylene-2,3a,4,5,6,7,7a-heptahydrobenzofuran-4-carboxylic acid methyl ester