2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester

Base Information

• Chemical Name: 2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester
• CAS No.: 852991-59-4
• Molecular Formula: C₂₉H₄₀O₃Si
• Molecular Weight: 464.72

Synonyms:2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester

Chemical Property of 2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester

Chemical Property:

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Technology Process of 2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester

There total 1 articles about 2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane 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: 70.0%

2-Oxo-hexanoic acid (R)-2,2-diphenyl-cyclopentyl ester + tert-butyldimethylsilyl chloride (18162-48-6) → 2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester (852991-59-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2006.02.014

Reference yield: 79.0%

2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester (852991-59-4) + trifluoroacetyl chloride (76-02-8) → 1-tert-butyldimethylsilyloxy-2,2-dichloro-3-oxo-4-n-propyl-cyclobutanecarboxylic acid (S)-(2,2-diphenyl)cyclopentyl ester

Guidance literature:

With zinc; In diethyl ether; at 20 ℃;

DOI:10.1016/j.tet.2006.02.014

Reference yield: 69.0%

2-t-butyldimethylsilyloxy-2-hexenoic acid (-)-2,2-diphenylcyclopentane ester (852991-59-4) + trifluoroacetyl chloride (76-02-8) → 2-t-butyldimethylsilyloxy-2,2-dichloro-3-oxo-4-propylcyclobutanecarboxylic acid (S)-(2,2-diphenyl)cyclopentyl ester (852991-60-7)

Guidance literature:

With zinc; In diethyl ether; at 20 ℃; for 16h;

DOI:10.1139/v04-145

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-t-butyldimethylsilyloxy-2,2-dichloro-3-oxo-4-propylcyclobutanecarboxylic acid (S)-(2,2-diphenyl)cyclopentyl ester

2-t-butyldimethylsilyloxy-2,2-dichloro-3-oxo-5-propylcyclopentanecarboxylic acid (S)-(2,2-diphenyl)cyclopentyl ester

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