(E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol

Base Information

• Chemical Name: (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol
• CAS No.: 182617-04-5
• Molecular Formula: C₂₃H₃₀O₄
• Molecular Weight: 370.489
• Mol file: 182617-04-5.mol

Synonyms:(E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol

Chemical Property of (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol

There total 4 articles about (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-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: 88.0%

(E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-enoic acid ethyl ester (182617-03-4) → (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol (182617-04-5)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃;

DOI:10.1016/0040-4039(96)01503-1

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol (182617-04-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / NaH / dimethylformamide; tetrahydrofuran / Ambient temperature

2: MeI, NaHCO₃ / acetone; H₂O / 0 deg C to RT

3: toluene / 110 °C

4: 88 percent / DIBAH / toluene / -78 °C

With sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; methyl iodide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1016/0040-4039(96)01503-1

Reference yield:

2-[(S)-4-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-[1,3]dithiane (182617-20-5) → (E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-en-1-ol (182617-04-5)

Guidance literature:

Multi-step reaction with 3 steps

1: MeI, NaHCO₃ / acetone; H₂O / 0 deg C to RT

2: toluene / 110 °C

3: 88 percent / DIBAH / toluene / -78 °C

With diisobutylaluminium hydride; sodium hydrogencarbonate; methyl iodide; In water; acetone; toluene;

DOI:10.1016/0040-4039(96)01503-1

upstream raw materials:

(E)-(R)-7-Benzyloxy-5-(4-methoxy-benzyloxy)-2-methyl-hept-2-enoic acid ethyl ester

p-methoxybenzyl chloride

2-[(S)-4-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-[1,3]dithiane

(3S)-5-benzyloxy-3-(4-methoxybenzyloxy)pentanal

Downstream raw materials:

{(2S,3S)-3-[(S)-4-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methyl-oxiranyl}-methanol

(E)-(4S,5S,7S)-9-Benzyloxy-5-methoxy-7-(4-methoxy-benzyloxy)-4-methyl-non-2-en-1-ol

(E)-(4S,5S,7S)-9-Benzyloxy-5-hydroxy-7-(4-methoxy-benzyloxy)-4-methyl-non-2-enoic acid ethyl ester

(E)-(4S,5S,7S)-9-Benzyloxy-5-methoxy-7-(4-methoxy-benzyloxy)-4-methyl-non-2-enoic acid ethyl ester