(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

Base Information

Chemical Name:(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate
CAS No.:1616455-81-2
Molecular Formula:C₄₈H₅₅N₅O₇Si
Molecular Weight:842.08
Hs Code.:

(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

Synonyms:(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

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Chemical Property of (3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

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Technology Process of (3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

There total 11 articles about (3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate 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: 60.0%

: 1616455-80-1
(3R)-1-azabicyclo[2.2.2]oct-3-yl {4-[(1E)-3-(6-formyl-2-oxo-1,3-benzoxazol-3(2H)-yl)prop-1-en-1-yl]biphenyl-2-yl}carbamate

: 5-((1R)-2-amino-1-{[tert-butyl(dimethyl)-silyl]oxy}ethyl)-8-hydroxyquinolin-2(1H)-one acetate

: 1616455-81-2
(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

Guidance literature:: With methanol; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; at 20 ℃;

Reference yield:

: 64085-52-5
5-bromo-2-iodo-aniline

: 1616455-81-2
(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / 1,4-dioxane / 3 h / 110 °C / Inert atmosphere

2: triethylamine / toluene / 2 h / 0 - 20 °C

3: toluene / 2 h / 120 °C

4: tris-(o-tolyl)phosphine; N-ethyl-N,N-diisopropylamine; palladium diacetate / acetonitrile / 6 h / 90 °C / Sealed tube; Inert atmosphere

5: methanol; N-ethyl-N,N-diisopropylamine; sodium tris(acetoxy)borohydride / 20 °C

With methanol; palladium diacetate; sodium tris(acetoxy)borohydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In 1,4-dioxane; toluene; acetonitrile; 4: |Heck Reaction;

Reference yield:

: 1616455-77-6
3-allyl-2-oxo-2,3-dihydro-1,3-benzoxazole-6-carbonitrile

: 1616455-81-2
(3R)-1-azabicyclo[2.2.2]oct-3-yl(4-{(1E)-3-[6-({[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(8-hydroxy-2-oxo-1,2-dihydroquinolin-5-yl)ethyl]amino}methyl)-2-oxo-1,3-benzoxazol-3(2H)-yl]prop-1-en-1-yl}biphenyl-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: formic acid / 75 °C

2: tris-(o-tolyl)phosphine; N-ethyl-N,N-diisopropylamine; palladium diacetate / acetonitrile / 6 h / 90 °C / Sealed tube; Inert atmosphere

3: methanol; N-ethyl-N,N-diisopropylamine; sodium tris(acetoxy)borohydride / 20 °C

With methanol; formic acid; palladium diacetate; sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; In acetonitrile; 2: |Heck Reaction;