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

Base Information

Chemical Name:ethyl (R)-3-methyl-5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate
CAS No.:1239568-84-3
Molecular Formula:C₂₀H₃₁BO₄
Molecular Weight:346.275
Hs Code.:

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

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

There total 4 articles about ethyl (R)-3-methyl-5-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%

: 64-17-5
ethanol

: 1239568-91-2
(R)-ethyl 3-methyl-5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanethioate

: 1239568-84-3
ethyl (R)-3-methyl-5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Guidance literature:: With silver trifluoroacetate; In tetrahydrofuran; at 22 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ja104777u

Reference yield: 85.0%

: 64-17-5
ethanol

: EtSC(O)CH₂C(Me)(B(pinacolato))CH₂CH₂Ph

: 1239568-84-3
ethyl (R)-3-methyl-5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Guidance literature:: With Ag(CO₂CF₃); In tetrahydrofuran; ethanol; S compd. and Ag compd. (1.1 equiv.) in THF/C2H5OH (5/1) at 22°C for 6 h; 98:2 er;
DOI:10.1021/ja104777u

Reference yield: 80.0%

: 36805-43-3
ethyl (E)-3-methyl-5-phenylpent-2-enoate

: 73183-34-3
bis(pinacol)diborane

: 1239568-84-3
ethyl (R)-3-methyl-5-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate

Guidance literature:: ethyl (E)-3-methyl-5-phenylpent-2-enoate; bis(pinacol)diborane; With methanol; (Ph₂C₃H₂N₂(C₆H₄Ph)(C₆H₂iPr₃))Cu(Ot-Bu); In tetrahydrofuran; at -78 ℃; for 18h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; methanol; water; at -78 - 22 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja104777u