2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate

Base Information

• Chemical Name: 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate
• CAS No.: 852310-57-7
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 852310-57-7.mol

Synonyms:

Chemical Property of 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate

There total 8 articles about 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate 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:

2-<(4-methoxyphenyl)methylsulfonyl>benzothiazole (156050-38-3) + Formic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-3-oxo-propyl ester (852310-61-3) → 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate (852310-57-7)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tetlet.2005.02.140

Reference yield:

4-(4-methoxybenzyloxy)-5-methyl-(3S,4R,5S)-tetrahydro-2,3-furandiol (852310-60-2) → 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate (852310-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaIO₄ / methanol; H₂O / 4 h / 0 - 20 °C

2.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

2.2: 2.94 g / tetrahydrofuran / -78 - 20 °C

With sodium periodate; sodium hexamethyldisilazane; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tetasy.2006.05.007

Reference yield:

6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole (852310-58-8) → 2-(4-methoxybenzyloxy)-4-(4-methoxyphenyl)-1-methyl-(1S,2S,3E)-3-butenyl formate (852310-57-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / AcOH; H₂SO₄ / H₂O / 12 h / 20 °C

2.1: NaIO₄ / methanol; H₂O / 4 h / 0 - 20 °C

3.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / -78 °C

3.2: 2.94 g / tetrahydrofuran / -78 - 20 °C

With sodium periodate; sulfuric acid; sodium hexamethyldisilazane; acetic acid; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.tetasy.2006.05.007

upstream raw materials:

2-<(4-methoxyphenyl)methylsulfonyl>benzothiazole

Formic acid (1S,2R)-2-(4-methoxy-benzyloxy)-1-methyl-3-oxo-propyl ester

4-(4-methoxybenzyloxy)-5-methyl-(3S,4R,5S)-tetrahydro-2,3-furandiol

6-(4-methoxybenzyloxy)-2,2,5-trimethyl-(3aS,5S,6R,6aS)-perhydrofurol[2,3-d][1,3]dioxole

Downstream raw materials:

4-azido-1-(4-methoxyphenyl)-(E,3S,4R)-1-penten-3-ol

2-[tert-butoxycarbonylamino]-(2R,3S,4E)-5-(4-methoxyphenyl)-pent-4-en-3-ol

1-[4-azido-3-(4-methoxybenzyloxy)-(E,3S,4R)-1-pentenyl]-4-methoxybenzene

Methanesulfonic acid (E)-(1S,2S)-2-(4-methoxy-benzyloxy)-4-(4-methoxy-phenyl)-1-methyl-but-3-enyl ester