(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1259299-94-9
Molecular Formula:C₁₄H₁₉BClFO₂
Molecular Weight:284.566
Hs Code.:

Synonyms:(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of (S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property:

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Technology Process of (S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 5 articles about (S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-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:

: 1259299-80-3
2-(1-chloro-2-(4-fluorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-94-9
(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-93-8
(R)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With hydrogen; C₃₂H₁₂BF₂₄^(1-)*C₅₂H₄₇FeIrN₂OP⁽¹⁺⁾; In dichloromethane; at 50 ℃; for 48h; under 3750.38 Torr; Inert atmosphere; Autoclave;

Reference yield:

: 1259299-80-3
2-(1-chloro-2-(4-fluorophenyl)vinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1065498-70-5
2-(2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-94-9
(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-93-8
(R)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: With (η-1,5-cyclooctadiene) {[4(R),5(R)]-1-benzoyl-2-[(S)-2-diphenylphosphinoferrocenyl]-4,5-diphenyl-4,5-dihydro-1-imidazole} iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen; In dichloromethane; at 50 ℃; for 12h; under 3750.38 Torr; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/anie.201106262

Reference yield:

: 766-98-3
1-ethynyl-4-fluorobenzene

: 1065498-70-5
2-(2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-94-9
(S)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1259299-93-8
(R)-2-(1-chloro-2-(4-fluorophenyl)ethyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C

1.2: 2 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: Schwartz's reagent / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: (η-1,5-cyclooctadiene) {[4(R),5(R)]-1-benzoyl-2-[(S)-2-diphenylphosphinoferrocenyl]-4,5-diphenyl-4,5-dihydro-1-imidazole} iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen / dichloromethane / 12 h / 50 °C / 3750.38 Torr

With Schwartz's reagent; n-butyllithium; (η-1,5-cyclooctadiene) {[4(R),5(R)]-1-benzoyl-2-[(S)-2-diphenylphosphinoferrocenyl]-4,5-diphenyl-4,5-dihydro-1-imidazole} iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/anie.201106262