(1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile

Base Information

• Chemical Name: (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile
• CAS No.: 1218988-72-7
• Molecular Formula: C₁₆H₁₉NO₂
• Molecular Weight: 257.332

Synonyms:(1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile

Chemical Property of (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile

Chemical Property:

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Technology Process of (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile

There total 1 articles about (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile 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: 94.0%

(R)-2-oxo-1-(3-oxo-3-m-tolylpropyl)cyclopentanecarbonitrile (1218988-56-7) → (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile (1218988-72-7)

Guidance literature:

(R)-2-oxo-1-(3-oxo-3-m-tolylpropyl)cyclopentanecarbonitrile; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 0.75h; Inert atmosphere;

With water; sodium hydrogencarbonate; In tetrahydrofuran; diethyl ether; Inert atmosphere;

DOI:10.1021/ol100183s

Reference yield: 67.0%

bis(trichloromethyl) carbonate (32315-10-9) + (1S,3aR,6aS)-1,6a-dihydroxy-1-m-tolyloctahydropentalene-3a-carbonitrile (1218988-72-7) → (3aS,5aR,8(1)S)-2-oxo-3a-m-tolylhexahydro-3aH-pentaleno[1-d][1,3]dioxole-5a-carbonitrile (1218988-76-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 0.666667h; Inert atmosphere;

DOI:10.1021/ol100183s

upstream raw materials:

(R)-2-oxo-1-(3-oxo-3-m-tolylpropyl)cyclopentanecarbonitrile

Downstream raw materials:

(3aS,5aR,8⁽¹⁾S)-2-oxo-3a-m-tolylhexahydro-3aH-pentaleno[1-d][1,3]dioxole-5a-carbonitrile

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