(4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate

Base Information

• Chemical Name: (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate
• CAS No.: 1026045-15-7
• Molecular Formula: C₃₈H₄₀O₄Si
• Molecular Weight: 588.819
• Mol file: 1026045-15-7.mol

Synonyms:(4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate

Chemical Property of (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate

There total 4 articles about (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate 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: 73.0%

(E)-1-[6-(tert-butyldiphenylsilyloxy)]-4-methyl-1-(2-phenylethyl)hex-4-en-2-ynyl benzoate (1026333-55-0) → (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate (1026045-15-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo0014257

Reference yield:

3-phenyl-propionaldehyde (104-53-0) → (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate (1026045-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nBuLi / tetrahydrofuran / 0.75 h / -78 °C

1.2: tetrahydrofuran / 1 h / 20 °C

2.1: 55 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 73 percent / MCPBA / CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0014257

Reference yield:

(2E)-1-tert-butyldiphenylsilyloxy-3-methylpent-2-en-4-yne (206193-25-1) → (4S*,5S*)-[6-(tert-butyldiphenylsilyloxy)]-4,5-epoxy-4-methyl-1-(2-phenylethyl)hex-2-ynyl benzoate (1026045-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nBuLi / tetrahydrofuran / 0.75 h / -78 °C

1.2: tetrahydrofuran / 1 h / 20 °C

2.1: 55 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 73 percent / MCPBA / CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo0014257

upstream raw materials:

(E)-1-[6-(tert-butyldiphenylsilyloxy)]-4-methyl-1-(2-phenylethyl)hex-4-en-2-ynyl benzoate

3-phenyl-propionaldehyde

(2E)-1-tert-butyldiphenylsilyloxy-3-methylpent-2-en-4-yne