(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

Base Information

Chemical Name:(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate
CAS No.:1254318-99-4
Molecular Formula:C₂₇H₃₀N₄O₄
Molecular Weight:474.56
Hs Code.:

Synonyms:(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

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Chemical Property of (S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

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Technology Process of (S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

There total 5 articles about (S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate 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:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 1254318-99-4
(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-ethylmorpholine;; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

2.2: 18 h / 75 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: Burgess Reagent / dichloromethane / 6 h / 20 °C

With N-ethylmorpholine;; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); Burgess Reagent; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm401705g

Reference yield:

: 1254318-98-3
(S)-tert-butyl-4-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-yl carbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

: 1254318-99-4
(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

Guidance literature:: With Burgess Reagent; In dichloromethane; at 20 ℃; Product distribution / selectivity;

Reference yield:

: 868694-44-4
[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester

: 1254318-99-4
(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

1.2: 18 h / 75 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

4.1: Burgess Reagent / dichloromethane / 6 h / 20 °C

With dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); Burgess Reagent; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm401705g