(S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Base Information

Chemical Name:(S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate
CAS No.:1239569-08-4
Molecular Formula:C₁₉H₂₉BO₄
Molecular Weight:332.248
Hs Code.:

Synonyms:(S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

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Technology Process of (S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

There total 2 articles about (S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate 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: 85.0%

: 1528-59-2
3-phenyl-pent-2-enoic acid ethyl ester

: 73183-34-3
bis(pinacol)diborane

: 67478-54-0
ethyl 3-ethyl-3-phenylpropionate

: 1239569-08-4
(S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Guidance literature:: bis(pinacol)diborane; With 1,2-bis((2S,5S)-2,5-dimethylphospholano)benzene; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; at 30 ℃; for 0.166667h; Inert atmosphere;

3-phenyl-pent-2-enoic acid ethyl ester; With methanol; tetradecane; In tetrahydrofuran; at 30 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Sealed tube;
DOI:10.1002/chem.201002361

Reference yield:

: 1528-59-2
3-phenyl-pent-2-enoic acid ethyl ester

: 73183-34-3
bis(pinacol)diborane

: 1239569-08-4
(S)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

: (R)-ethyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Guidance literature:: 3-phenyl-pent-2-enoic acid ethyl ester; bis(pinacol)diborane; With methanol; (Ph₂C₃H₂N₂(C₆H₄Ph)(C₆H₂iPr₃))Cu(Ot-Bu); In tetrahydrofuran; at -15 ℃; for 18h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at -15 - 22 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja104777u