(S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Base Information

Chemical Name:(S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
CAS No.:1442461-94-0
Molecular Formula:C₂₂H₂₇BO₄
Molecular Weight:366.265
Hs Code.:

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

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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)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

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

There total 3 articles about (S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate 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: 89.0%

: 103-41-3,8014-16-2
(E)-cinnamic acid benzyl ester

: 73183-34-3
bis(pinacol)diborane

: 1442461-94-0
(S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Guidance literature:: With C₂₂H₃₁N₂O₇Rh; sodium t-butanolate; In toluene; at 80 ℃; for 0.5h; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2013.02.086

Reference yield: 81.0%

: 103-41-3,8014-16-2
benzy cinnamate

: 73183-34-3
bis(pinacol)diborane

: 1442461-94-0
(S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Guidance literature:: With ethanol; C₄₄H₃₀F₅N₂P; potassium tert-butylate; copper(l) chloride; In toluene; at 20 ℃; for 24h; enantioselective reaction; Sealed tube; Inert atmosphere;
DOI:10.1002/anie.202102642

Reference yield:

: 103-41-3,8014-16-2
benzy cinnamate

: 73183-34-3
bis(pinacol)diborane

: 1442461-94-0
(S)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

: (R)-benzyl 3-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Guidance literature:: bis(pinacol)diborane; With copper(I) oxide; C₃₅H₃₁F₂N₂⁽¹⁺⁾*Cl^(1-); caesium carbonate; In toluene; at 25 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

benzy cinnamate; In methanol; toluene; at 25 ℃; for 0.5h; enantioselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1039/c6ra14404g