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

Base Information

Chemical Name:(E)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl) acrylate
CAS No.:1393880-52-8
Molecular Formula:C₂₁H₁₉BN₂O₂
Molecular Weight:342.205
Hs Code.:

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

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Chemical Property of (E)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl) acrylate

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Technology Process of (E)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl) acrylate

There total 1 articles about (E)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl) acrylate 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: 72.0%

: 106-38-7
para-bromotoluene

: CH₃OCOCHCHB(NHC₁₀H₆NH)

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

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; palladium diacetate; triethylamine; triphenylphosphine; In acetonitrile; at 80 ℃; for 10h; stereoselective reaction; 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

: 1393880-60-8
(S)-methyl 3-(1H-naphtho[1,8-de][1,3,2]diazaborinin-2(3H)-yl)-3-(p-tolyl)propanoate

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

Guidance literature:: With (R)-tol-BINAP; copper(l) chloride; sodium t-butanolate; In toluene; at 20 ℃; for 0.333333h; Overall yield = 72 %; enantioselective reaction; 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