(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

Base Information

Chemical Name:(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene
CAS No.:1622201-99-3
Molecular Formula:C₁₈H₂₇BO₂
Molecular Weight:286.222
Hs Code.:

Synonyms:(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

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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 (2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

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Technology Process of (2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

There total 1 articles about (2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene 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%

: 91890-00-5,91890-02-7
(2Z)-2-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)but-2-ene

: 133038-74-1
(S)-(-)-1-phenylethyl N,N-diisopropylcarbamate

: 1622201-99-3
(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

Guidance literature:: (S)-(-)-1-phenylethyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 - -70 ℃; for 0.25h; Inert atmosphere;

(2Z)-2-(4’,4’,5’,5’-tetramethyl-1’,3’,2’-dioxaborolanyl)but-2-ene; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 1h; Inert atmosphere;

With magnesium bromide; In methanol; diethyl ether; hexane; cyclohexane; for 16h; Reflux; Inert atmosphere;
DOI:10.1002/anie.201402995

Reference yield: 99.0%

: 1622201-99-3
(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

: 100-52-7
benzaldehyde

: 1622202-10-1
(1S,2S,3Z)-1-hydroxy-2,3-dimethyl-1,4-diphenylpent-3-ene

Guidance literature:: (2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene; benzaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201402995

Reference yield: 99.0%

: 1622201-99-3
(2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene

: 2043-61-0
cyclohexanecarbaldehyde

: 1622202-11-2
(1R,2S,3Z)-1-cyclohexyl-1-hydroxy-2,3-dimethyl-4-phenylpent-3-ene

Guidance literature:: (2S,3E)-3-methyl-2-phenyl-2-(4',4',5',5'-tetramethyl-1’,3’,2’-dioxaborolanyl)pent-3-ene; cyclohexanecarbaldehyde; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 1h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/anie.201402995