methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate

Base Information

• Chemical Name: methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate
• CAS No.: 1106986-21-3
• Molecular Formula: C₂₁H₃₈O₄Si
• Molecular Weight: 382.616

Synonyms:methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate

Chemical Property of methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate

Chemical Property:

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Technology Process of methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate

There total 1 articles about methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate 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%

C10H13BrO3 (1106986-12-2) + tert-butylpent-4-enyloxydimethylsilane (127154-84-1) → methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate (1106986-21-3)

Guidance literature:

tert-butylpent-4-enyloxydimethylsilane; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

C₁₀H₁₃BrO₃; With bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; In tetrahydrofuran; N,N-dimethyl-formamide; at 60 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo802587h

Reference yield: 35.0%

methyl 2-[5-(tert-butyldimethylsilyloxy)pentyl]-6-oxocyclohexenepropionate (1106986-21-3) + D-2-phenylglycinol (56613-80-0) → 8-[5-(tert-butyldimethylsilyloxy)pentyl]-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1106986-92-8) + (3R,7aS,11aS)-8-[5-(tert-butyldimethylsilyloxy)pentyl]-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline (1106986-36-0)

Guidance literature:

With acetic acid; In benzene; for 48h; Reflux; Inert atmosphere;

DOI:10.1021/jo802587h

upstream raw materials:

C₁₀H₁₃BrO₃

tert-butylpent-4-enyloxydimethylsilane

Downstream raw materials:

8-[5-(tert-butyldimethylsilyloxy)pentyl]-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

(3R,7aS,11aS)-8-[5-(tert-butyldimethylsilyloxy)pentyl]-5-oxo-3-phenyl-2,3,5,6,7,7a,10,11-octahydrooxazolo[2,3-j]quinoline

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