methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

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Chemical Name:methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate
CAS No.:1353674-07-3
Molecular Formula:C₃₁H₃₃BN₂O₄
Molecular Weight:508.425
Hs Code.:

Synonyms:methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

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Chemical Property of methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

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Technology Process of methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

There total 3 articles about methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-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: 88.0%

: 118553-21-2
Methyl N-(diphenylmethylene)-α,β-didehydroalaninate

: 269410-24-4
5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

: 1353674-07-3
methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

Guidance literature:: With ethylaluminum dichloride; In hexane; dichloromethane; at 0 - 20 ℃; for 3h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol203216h

Reference yield:

: 73183-34-3
bis(pinacol)diborane

: 1353674-07-3
methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos / 1,4-dioxane / 20 h / 110 °C / Inert atmosphere

2: ethylaluminum dichloride / hexane; dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; ethylaluminum dichloride; XPhos; In 1,4-dioxane; hexane; dichloromethane; 1: Miyaura borylation / 2: Friedel Crafts alkylation;
DOI:10.1021/ol203216h

Reference yield:

: 10075-50-0
5-bromo-1H-indole

: 1353674-07-3
methyl 2-(diphenylmethyleneamino)-3-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-3-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; XPhos / 1,4-dioxane / 20 h / 110 °C / Inert atmosphere

2: ethylaluminum dichloride / hexane; dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; ethylaluminum dichloride; XPhos; In 1,4-dioxane; hexane; dichloromethane; 1: Miyaura borylation / 2: Friedel Crafts alkylation;
DOI:10.1021/ol203216h