(2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Base Information

Chemical Name:(2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)
CAS No.:1198172-00-7
Molecular Formula:C₂₀H₃₂B₂O₄
Molecular Weight:358.094
Hs Code.:

Synonyms:(2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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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)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

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Technology Process of (2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

There total 4 articles about (2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 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: 61.0%

: 536-74-3
phenylacetylene

: 73183-34-3
bis(pinacol)diborane

: 1198172-00-7
(2R)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: With CuCl; NaOC(CH₃)3; (O₃SC₆H₄)(((CH₃)2CH)3C₆H₂)(C₆H₅)2C₃H₃N₂; In tetrahydrofuran; treatment of acetylene deriv. with 2.1 equiv. of boron compd. in presence of imidazolium deriv., copper chloride, sodium tert-butoxide and 3 equiv. of methanol in THF at -15°C for 48 h under N2; HPLC and NMR;
DOI:10.1021/ja9089928

Reference yield:

: 916669-80-2
2,2'-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 1198172-00-7
(2R)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: With C₄₈H₆₅IrO₆PS⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-); hydrogen; In dichloromethane; at 20 ℃; for 4h; under 75007.5 Torr; Reagent/catalyst; enantioselective reaction; Autoclave; Schlenk technique;
DOI:10.1002/adsc.201200711

Reference yield:

: 916669-80-2
2,2'-(1-phenylethene-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 1198172-00-7
(2S)-2,2'-(1-phenylethane-1,2-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

Guidance literature:: With C₃₂H₁₂BF₂₄^(1-)*C₃₅H₃₈IrN₂PS⁽¹⁺⁾; hydrogen; In dichloromethane; at 20 ℃; for 18h; under 750.075 Torr; optical yield given as %ee; enantioselective reaction;
DOI:10.1039/b912590f