(S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Base Information

• Chemical Name: (S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate
• CAS No.: 1429299-18-2
• Molecular Formula: C₂₁H₃₃BO₄
• Molecular Weight: 360.302
• Mol file: 1429299-18-2.mol

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

Chemical Property of (S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 2 articles about (S)-ethyl 3-(4-(tert-butyl)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: 95.0%

ethyl (E)-3-[4-(tert-butylphenyl)]-2-propenoate (158010-17-4) + bis(pinacol)diborane (73183-34-3) → (S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1429299-18-2)

Guidance literature:

With C₂₄H₃₅N₂O₇Rh; sodium t-butanolate; In toluene; at 80 ℃; for 0.5h; enantioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2013.02.086

Reference yield:

(4-tert-butylphenyl)diazonium tetrafluoroborate (52436-75-6) + bis(pinacol)diborane (73183-34-3) + ethyl acrylate (140-88-5,9003-32-1) → (S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1429299-18-2)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (R_a)-4-hydroxy-2,6-bis(2,4,6-tricyclohexylphenyl)dinaphtho-[1,3,2]dioxaphosphepine 4-oxide; sodium phosphate; In diethyl ether; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.5b00344

Reference yield:

(S)-ethyl 3-(4-(tert-butyl)phenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)propanoate (1429299-18-2) → (S)-ethyl 3-(4-(tert-butyl)phenyl)-3-hydroxypropanoate

Guidance literature:

With sodium peroxoborate tetrahydrate; water; In tetrahydrofuran; at 20 ℃; for 0.3h;

DOI:10.1016/j.tet.2013.02.086

upstream raw materials:

ethyl (E)-3-[4-(tert-butylphenyl)]-2-propenoate

bis(pinacol)diborane

(4-tert-butylphenyl)diazonium tetrafluoroborate

ethyl acrylate