Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester

Base Information

• Chemical Name: Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester
• CAS No.: 790300-28-6
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.386
• Mol file: 790300-28-6.mol

Synonyms:Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester

Chemical Property of Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester

There total 3 articles about Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl 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: 80.0%

Carbonic acid benzyl ester (S)-4-cyclohexyl-4-hydroxy-but-2-ynyl ester (790300-22-0) → Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester (790300-28-6)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; for 2h;

DOI:10.1021/jo048985g

Reference yield:

benzyl prop-2-yn-1-yl carbonate (119649-68-2) → Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester (790300-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn(OTf)2; (-)-N-methylephedrine; Et₃N / toluene / 0.5 h / 20 °C

1.2: 93 percent / toluene / 4 h / 20 °C

2.1: 80 percent / H₂; quinoline / Pd/CaCO₃ poisoned with lead / ethyl acetate / 2 h

With quinoline; (-)-N-methylephedrine; hydrogen; zinc trifluoromethanesulfonate; triethylamine; Lindlar's catalyst; In ethyl acetate; toluene;

DOI:10.1021/jo048985g

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → Carbonic acid benzyl ester (Z)-(S)-4-cyclohexyl-4-hydroxy-but-2-enyl ester (790300-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn(OTf)2; (-)-N-methylephedrine; Et₃N / toluene / 0.5 h / 20 °C

1.2: 93 percent / toluene / 4 h / 20 °C

2.1: 80 percent / H₂; quinoline / Pd/CaCO₃ poisoned with lead / ethyl acetate / 2 h

With quinoline; (-)-N-methylephedrine; hydrogen; zinc trifluoromethanesulfonate; triethylamine; Lindlar's catalyst; In ethyl acetate; toluene;

DOI:10.1021/jo048985g

upstream raw materials:

Carbonic acid benzyl ester (S)-4-cyclohexyl-4-hydroxy-but-2-ynyl ester

benzyl prop-2-yn-1-yl carbonate

cyclohexanecarbaldehyde