(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

Base Information

Chemical Name:(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate
CAS No.:1393880-66-4
Molecular Formula:C₁₇H₂₅BO₄
Molecular Weight:304.194
Hs Code.:

Synonyms:(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

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Chemical Property of (S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

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Technology Process of (S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

There total 6 articles about (S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)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: 92.0%

: 7560-43-2,20754-20-5,50363-84-3
methyl 3-(4-methylphenyl)acrylate

: 73183-34-3
bis(pinacol)diborane

: 1393880-66-4
(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

Guidance literature:: methyl 3-(4-methylphenyl)acrylate; bis(pinacol)diborane; With sodium t-butanolate; In methanol; diethyl ether; at -55 ℃; for 0.0833333h; Inert atmosphere;

With C₃₅H₃₆ClCuN₂O₂; In methanol; diethyl ether; for 5h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201704335

Reference yield:

: 76-09-5
2,3-dimethyl-2,3-butane diol

: (R)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl)propanoate

: 1393880-66-4
(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

Guidance literature:: With sulfuric acid; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1021/ol301958x

Reference yield:

: 1393880-52-8
(E)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl) acrylate

: 1393880-66-4
(S)-methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-(p-tolyl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) chloride; (R)-tol-BINAP; sodium t-butanolate / toluene / 0.33 h / 20 °C / Inert atmosphere

2: sulfuric acid / tetrahydrofuran / 20 °C / Inert atmosphere

With sulfuric acid; (R)-tol-BINAP; copper(l) chloride; sodium t-butanolate; In tetrahydrofuran; toluene;
DOI:10.1021/ol301958x