(6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester

Base Information

• Chemical Name: (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester
• CAS No.: 380153-32-2
• Molecular Formula: C₄₂H₇₉O₆PSi₃
• Molecular Weight: 795.316

Synonyms:(6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester

Chemical Property of (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester

There total 3 articles about (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester 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: 98.0%

methyldiethoxyphosphine (15715-41-0) + [(E)-(R)-4-[(1R,2R,3S,5R)-2-((Z)-6-Bromo-hex-2-enyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyloxy]-benzene (380153-45-7) → (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester (380153-32-2)

Guidance literature:

In toluene; at 145 ℃; for 22h;

DOI:10.1021/jm010264b

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) → (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester (380153-32-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h / -78 °C

2: 95 percent / dibromotriphenylphosphorane; pyridine / acetonitrile

3: 98 percent / toluene / 22 h / 145 °C

With pyridine; lithium aluminium tetrahydride; dibromotriphenylphosphorane; In tetrahydrofuran; toluene; acetonitrile; 4: Arbuzov reaction;

DOI:10.1021/jm010264b

Reference yield:

6-{3,5-bis(tert-butyldimethylsilanyloxy)-2-[3-(tert-butyldimethylsilanyloxy)-4-phenoxybut-1-enyl]cyclopentyl}hex-4-enoic acid methyl ester (380153-31-1) → (6-{3,5-bis(tert-butyldimethylsilanoylxy)-2-[3-(tert-cutyldimethylsilanoylxy)-4-phenoxybut-1-enyl]cyclopentyl}-hex-4-enyl)methylphosphinic acid ethyl ester (380153-32-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h / -78 °C

2: 95 percent / dibromotriphenylphosphorane; pyridine / acetonitrile

3: 98 percent / toluene / 22 h / 145 °C

With pyridine; lithium aluminium tetrahydride; dibromotriphenylphosphorane; In tetrahydrofuran; toluene; acetonitrile; 3: Arbuzov reaction;

DOI:10.1021/jm010264b

upstream raw materials:

methyldiethoxyphosphine

[(E)-(R)-4-[(1R,2R,3S,5R)-2-((Z)-6-Bromo-hex-2-enyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-cyclopentyl]-2-(tert-butyl-dimethyl-silanyloxy)-but-3-enyloxy]-benzene

t-butyldimethylsiyl triflate

6-{3,5-bis(tert-butyldimethylsilanyloxy)-2-[3-(tert-butyldimethylsilanyloxy)-4-phenoxybut-1-enyl]cyclopentyl}hex-4-enoic acid methyl ester

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