(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Base Information

Chemical Name:(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No.:1173199-90-0
Molecular Formula:C₁₁H₁₉BO₃
Molecular Weight:210.081
Hs Code.:

Synonyms:(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Chemical Property of (S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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Technology Process of (S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

There total 3 articles about (S)-2-(3,4-dihydro-2H-pyran-4-yl)-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:

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 188975-30-6
5,6-dihydro-4-trifluoromethylsulfonyloxy-2H-pyran

: 1173199-90-0
(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 287944-16-5
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran

Guidance literature:: With 4-methoxy-N,N-dimethylanilne; (S)-(-)-[(S)-2-diphenylphosphinoferrocenyl](N,N-dimethylamino)(2-diphenylphosphinophenyl)methane; palladium diacetate; In toluene; at 25 ℃; for 16h; Inert atmosphere;
DOI:10.1021/ja903946f

Reference yield:

: 25015-63-8
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

: 188975-30-6
5,6-dihydro-4-trifluoromethylsulfonyloxy-2H-pyran

: 1173199-90-0
(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: C₁₁H₁₉BO₃

: 287944-16-5
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran

Guidance literature:: With (S)-(-)-[(S)-2-diphenylphosphinoferrocenyl](N,N-dimethylamino)(2-diphenylphosphinophenyl)methane; palladium diacetate; N,N-dimethyl-aniline; In toluene; at 25 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja903946f

Reference yield:

: 29943-42-8,143562-54-3
Tetrahydro-4H-pyran-4-one

: 1173199-90-0
(S)-2-(3,4-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 287944-16-5
4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere

1.2: 3 h / 0 °C

2.1: (R)-1-[2-(2'-diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine; palladium diacetate; N,N-dimethyl-aniline / 1,4-dioxane / 16 h / 25 °C / Inert atmosphere

With n-butyllithium; (R)-1-[2-(2'-diphenylphosphinophenyl)ferrocenyl]ethyldiphenylphosphine; palladium diacetate; N,N-dimethyl-aniline; diisopropylamine; In tetrahydrofuran; 1,4-dioxane; hexane;
DOI:10.1021/ja903946f