(+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene

Base Information

• Chemical Name: (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene
• CAS No.: 862995-07-1
• Molecular Formula: C₃₁H₄₀O₃Si
• Molecular Weight: 488.742
• Mol file: 862995-07-1.mol

Synonyms:(+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene

Chemical Property of (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene

There total 3 articles about (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene 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: 99.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methylhex-5-en-3-ol (804559-44-2) → (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene (862995-07-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1021/ol051260u DOI:10.1039/b604334h

Reference yield:

3-(p-methoxybenzyloxy)propanal (128461-65-4) → (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene (862995-07-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: BF₃*OEt₂ / tetrahydrofuran / 2 h / -78 °C

1.2: 1.90 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / Heating

2.1: 99 percent / imidazole / dimethylformamide / 100 °C

With 1H-imidazole; boron trifluoride diethyl etherate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/b604334h

Reference yield:

3-(4-methoxybenzyl)oxypropan-1-ol (135362-69-5) → (+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methyl-3-(tert-butyldiphenylsilyloxy)-5-hexene (862995-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 96 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: BF₃*OEt₂ / tetrahydrofuran / 2 h / -78 °C

2.2: 1.90 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 1 h / Heating

3.1: 99 percent / imidazole / dimethylformamide / 100 °C

With 1H-imidazole; oxalyl dichloride; boron trifluoride diethyl etherate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/b604334h

upstream raw materials:

tert-butylchlorodiphenylsilane

(+)-(3R,4R)-1-[(4-methoxybenzyl)oxy]-4-methylhex-5-en-3-ol

3-(p-methoxybenzyloxy)propanal

3-(4-methoxybenzyl)oxypropan-1-ol

Downstream raw materials:

(-)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methyl-1-hexanol

(+)-(3R,4R)-4-[tert-butyl(diphenyl)silyl]oxy-6-[(4-methoxybenzyl)oxy]-3-methylhexanal