Benzene, 1-methoxy-4-[[[(2R,3Z)-2-methyl-3-nonenyl]oxy]methyl]-

Base Information

• Chemical Name: Benzene, 1-methoxy-4-[[[(2R,3Z)-2-methyl-3-nonenyl]oxy]methyl]-
• CAS No.: 443284-71-7
• Molecular Formula: C18H28O2
• Molecular Weight: 276.419
• Mol file: 443284-71-7.mol

Synonyms:

Chemical Property of Benzene, 1-methoxy-4-[[[(2R,3Z)-2-methyl-3-nonenyl]oxy]methyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzene, 1-methoxy-4-[[[(2R,3Z)-2-methyl-3-nonenyl]oxy]methyl]-

There total 4 articles about Benzene, 1-methoxy-4-[[[(2R,3Z)-2-methyl-3-nonenyl]oxy]methyl]- 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: 60.0%

n-hexyltriphenylphosphonium iodide (60106-53-8) + (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal (132969-60-9) → 1-Methoxy-4-((Z)-(R)-2-methyl-non-3-enyloxymethyl)-benzene (443284-71-7)

Guidance literature:

n-hexyltriphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; for 0.5h;

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 6h;

DOI:10.1016/S0957-4166(02)00009-5

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → 1-Methoxy-4-((Z)-(R)-2-methyl-non-3-enyloxymethyl)-benzene (443284-71-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 °C

1.2: 80 percent / tetrabutylammonium iodide / tetrahydrofuran / 2 h / 20 °C

2.1: lipase from Candida rugosa / diisopropyl ether / 10 h / 20 °C

3.1: 85 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

4.1: KOt-Bu / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

4.2: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 6 h / 20 °C

With oxalyl dichloride; lipase from Candida rugosa; potassium tert-butylate; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; di-isopropyl ether; 3.1: Swern oxidation / 4.2: cis-Wittig olefination;

DOI:10.1016/S0957-4166(02)00009-5

Reference yield:

(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol (136320-64-4) → 1-Methoxy-4-((Z)-(R)-2-methyl-non-3-enyloxymethyl)-benzene (443284-71-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 85 percent / oxalyl chloride; DMSO / CH₂Cl₂ / 1 h / -78 °C

2.1: KOt-Bu / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / 0 °C

2.2: 60 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 6 h / 20 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1.1: Swern oxidation / 2.2: cis-Wittig olefination;

DOI:10.1016/S0957-4166(02)00009-5

upstream raw materials:

n-hexyltriphenylphosphonium iodide

(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

p-Methoxybenzyl bromide

(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

Downstream raw materials:

5-(4-Methoxy-benzyloxy)-pentanoic acid (3Z,6Z)-(R)-5-methyl-dodeca-3,6-dienyl ester

1-Methoxy-4-((3Z,6Z)-(R)-5-methyl-dodeca-3,6-dienyloxymethyl)-benzene