(4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate

Base Information

• Chemical Name: (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate
• CAS No.: 367940-58-7
• Molecular Formula: C₂₅H₃₂O₃Si
• Molecular Weight: 408.613
• Mol file: 367940-58-7.mol

Synonyms:(4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate

Chemical Property of (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate

There total 2 articles about (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate 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: 90.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (4R)-(+)-4-hydroxy-5-methyl-2-hexynyl acetate (367940-51-0) → (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate (367940-58-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/ol016431j

Reference yield:

Propargyl acetate (627-09-8) → (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate (367940-58-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 0.25 h / 20 °C

1.2: 95 percent / toluene / 20 °C

2.1: 90 percent / imidazole / dimethylformamide / 0 - 20 °C

With 1H-imidazole; zinc trifluoromethanesulfonate; (+)-N-methylephedrine; triethylamine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol016431j

Reference yield: 85.0%

acetic acid (64-19-7,77671-22-8) + (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexynyl acetate (367940-58-7) → (4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexenyl-1,1-diacetate (367940-64-5)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; triphenylphosphine; In toluene; for 48h; Heating;

DOI:10.1021/ol016431j

upstream raw materials:

tert-butylchlorodiphenylsilane

(4R)-(+)-4-hydroxy-5-methyl-2-hexynyl acetate

Propargyl acetate

Downstream raw materials:

(4R)-(+)-4-tert-butyldiphenylsilyloxy-5-methyl-2-hexenyl-1,1-diacetate