(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

Base Information

Chemical Name:(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid
CAS No.:1355993-10-0
Molecular Formula:C₂₆H₃₂BNO₄
Molecular Weight:433.355
Hs Code.:

Synonyms:(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

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Chemical Property of (R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

Chemical Property:

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Technology Process of (R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

There total 6 articles about (R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid 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: 91.0%

: 1355993-09-7
(R)-tert-butyl 1-(naphthalen-1-yl)ethyl(3-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propyl)carbamate

: 1355993-10-0
(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

Guidance literature:: With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃;
DOI:10.1021/jo202566h

Reference yield:

: 21640-48-2
3-chlorohydrocinnamic acid

: 1355993-10-0
(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux

1.2: 0 °C

2.1: dmap; triethylamine / dichloromethane / 40 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 20 °C

3.2: 24 h / 35 °C

4.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; tricyclohexylphosphine / 1,4-dioxane / 12 h / 95 °C

5.1: sodium periodate; ammonium acetate / water; acetone / 20 °C

With dmap; sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium aluminium tetrahydride; ammonium acetate; potassium acetate; sodium hydride; triethylamine; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo202566h

Reference yield:

: 1355993-08-6
(R)-tert-butyl-3-(3-chlorophenyl)propyl(1-(naphthalen-1-yl)-ethyl)carbamate

: 1355993-10-0
(R)-3-(3-((tert-butoxycarbonyl)(1-(naphthalen-1-yl)ethyl)amino)propyl)phenylboronic acid

Guidance literature:: Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium acetate; tricyclohexylphosphine / 1,4-dioxane / 12 h / 95 °C

2: sodium periodate; ammonium acetate / water; acetone / 20 °C

With sodium periodate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; ammonium acetate; potassium acetate; tricyclohexylphosphine; In 1,4-dioxane; water; acetone;
DOI:10.1021/jo202566h