(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

Base Information

Chemical Name:(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid
CAS No.:340187-44-2
Molecular Formula:C₄₁H₄₆N₂O₃Si
Molecular Weight:642.913
Hs Code.:

Synonyms:(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

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Chemical Property of (N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

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Technology Process of (N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

There total 5 articles about (N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic 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: 82.0%

: 81477-94-3
N-(diphenylmethylene)glycine tert-butyl ester

: 340187-42-0
8-tert-butyldimethylsilyloxy-2-methyl-5-phenylquinoline

: 340187-44-2
(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

Guidance literature:: With cesium hydroxide; (8S,9R)-O-⁽⁹⁾-allyl-9-anthracenylmethylcinchonidium bromide; In dichloromethane; at -78 - -55 ℃;
DOI:10.1021/jo001681j

Reference yield:

: 826-81-3
2-methyl-8-quinolinol

: 340187-44-2
(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / CH₂Cl₂ / 10 h / 20 °C

2: 93 percent / Br₂ / CH₂Cl₂

3: 84 percent / Na₂CO₃; Pd(PPh₃)4 / benzene; ethanol / 48 h / Heating

4: 82 percent / (8S,9R)-O-⁽⁹⁾-allyl-9-anthracenylmethylcinchonidium bromide; CsOH / CH₂Cl₂ / -78 - -55 °C

With 1H-imidazole; cesium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (8S,9R)-O-⁽⁹⁾-allyl-9-anthracenylmethylcinchonidium bromide; bromine; sodium carbonate; In ethanol; dichloromethane; benzene;
DOI:10.1021/jo001681j

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 340187-44-2
(N-diphenylmethylene)-2-amino-3-(8-tert-butyldimethylsilyloxy-5-phenylquinoline-2-yl)-propanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / CH₂Cl₂ / 10 h / 20 °C

2: 93 percent / Br₂ / CH₂Cl₂

3: 84 percent / Na₂CO₃; Pd(PPh₃)4 / benzene; ethanol / 48 h / Heating

4: 82 percent / (8S,9R)-O-⁽⁹⁾-allyl-9-anthracenylmethylcinchonidium bromide; CsOH / CH₂Cl₂ / -78 - -55 °C

With 1H-imidazole; cesium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (8S,9R)-O-⁽⁹⁾-allyl-9-anthracenylmethylcinchonidium bromide; bromine; sodium carbonate; In ethanol; dichloromethane; benzene;
DOI:10.1021/jo001681j