5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

Base Information

Chemical Name:5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester
CAS No.:913626-21-8
Molecular Formula:C₂₂H₂₉BrO₇
Molecular Weight:485.372
Hs Code.:

5-(4-bromo-phenyl)-5-(4-<i>tert</i>-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

Synonyms:5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

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Chemical Property of 5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

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Technology Process of 5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

There total 5 articles about 5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid 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:

: 913626-19-4
3-[(1S)-1-(4-bromo-phenyl)-but-3-enyloxy]-propionitrile

: 913626-21-8
5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / zinc / Cp₂TiCl₂ / tetrahydrofuran / 4 h / 60 °C

2.1: ozone / CH₂Cl₂ / 0.08 h / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

3.1: 1.8219 g / SnCl₄ / CH₂Cl₂ / 3.33 h / -78 - 25 °C

With tin(IV) chloride; ozone; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; dichloromethane; 1.1: Blaise reaction / 3.1: Roskamp homologation;
DOI:10.1021/ol0618149

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 913626-21-8
5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 96 percent / zinc / Cp₂TiCl₂ / tetrahydrofuran / 4 h / 60 °C

2.1: ozone / CH₂Cl₂ / 0.08 h / -78 °C

2.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

3.1: 1.8219 g / SnCl₄ / CH₂Cl₂ / 3.33 h / -78 - 25 °C

With tin(IV) chloride; ozone; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; dichloromethane; 1.1: Blaise reaction / 3.1: Roskamp homologation;
DOI:10.1021/ol0618149

Reference yield:

: 221898-37-9
(S)-1-(4-bromophenyl)but-3-en-1-ol

: 913626-21-8
5-(4-bromo-phenyl)-5-(4-tert-butoxycarbonyl-3-oxo-butoxy)-3-oxo-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 599 mg / Triton B / CH₂Cl₂; H₂O / 2 h / 20 - 25 °C

2.1: 96 percent / zinc / Cp₂TiCl₂ / tetrahydrofuran / 4 h / 60 °C

3.1: ozone / CH₂Cl₂ / 0.08 h / -78 °C

3.2: triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

4.1: 1.8219 g / SnCl₄ / CH₂Cl₂ / 3.33 h / -78 - 25 °C

With tin(IV) chloride; N-benzyl-trimethylammonium hydroxide; ozone; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; dichloromethane; water; 2.1: Blaise reaction / 4.1: Roskamp homologation;
DOI:10.1021/ol0618149