(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

Base Information

Chemical Name:(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate
CAS No.:1401467-20-6
Molecular Formula:C₁₇H₂₅O₄P
Molecular Weight:324.357
Hs Code.:

Synonyms:(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

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Chemical Property of (S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

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Technology Process of (S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

There total 3 articles about (S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate 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: 94.0%

: 1401466-98-5
(E)-diethyl 1-(cinnamyloxy)-2-methylprop-1-enylphosphonate

: 1401467-20-6
(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

Guidance literature:: With copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); In hexane; dichloromethane; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201203092

Reference yield:

: C₁₇H₂₅O₄P

: 1401466-81-6
(R)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

: 1401467-20-6
(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

Guidance literature:: With 2,2'-isopropylidenebis(4-phenyl-2-oxazoline); copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 25.2 ℃; for 8h; Overall yield = 91 %; Optical yield = 87.4 %ee; enantioselective reaction; Inert atmosphere; Microwave irradiation;
DOI:10.1039/c3cc44610g

Reference yield:

: 1523-69-9
diethyl isobutyryl phosphonate

: 1401467-20-6
(S)-diethyl 2,2-dimethyl-3-phenylpent-4-enoylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C

2: copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline) / hexane; dichloromethane / 2 h / 20 °C / Inert atmosphere

With copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; hexane; dichloromethane; 2: Claisen rearrangement;
DOI:10.1002/anie.201203092