{1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester

Base Information

• Chemical Name: {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester
• CAS No.: 444586-12-3
• Molecular Formula: C₂₁H₃₀FNO₄Si
• Molecular Weight: 407.557

Synonyms:{1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester

Chemical Property of {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

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Technology Process of {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester

There total 1 articles about {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl 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:

(1S)-{1-[3-(4-fluorobenzyloxy)propyl]-4-hydroxycyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester → {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester (444586-12-3)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 1.66667h;

DOI:10.1021/jo010481k

Reference yield: 58.5%

methyl 7-oxoheptanoate (35376-00-2) + {1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester (444586-12-3) → 7-{2-[3-(4-fluorobenzyloxy)propyl]-5-oxo-2-[2-(trimethylsilanyl)ethoxycarbonylamino]cyclopent-3-enyl}-7-hydroxyheptanoic acid methyl ester

Guidance literature:

With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/jo010481k

Reference yield:

{1-[3-(4-fluorobenzyloxy)propyl]-4-oxocyclopent-2-enyl}carbamic acid 2-(trimethylsilanyl)ethyl ester (444586-12-3) → (E,Z)-7-{2-[3-(4-fluorobenzyloxy)propyl]-5-oxo-2-[2-(trimethylsilanyl)ethoxycarbonylamino]cyclopent-3-enylidene}heptanoic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 58.5 percent / 1,1,1,3,3,3-hexamethyldisilazane; BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2: 68 percent / Ac₂O; pyridine; DBU / DMAP / 23 h / 80 °C

With pyridine; n-butyllithium; acetic anhydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; dmap; In tetrahydrofuran; hexane;

DOI:10.1021/jo010481k

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