(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

Base Information

Chemical Name:(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate
CAS No.:1352152-51-2
Molecular Formula:C₂₇H₄₀BN₃O₅
Molecular Weight:497.443
Hs Code.:

Synonyms:(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

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Chemical Property of (S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

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Technology Process of (S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

There total 5 articles about (S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate 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

: 1352152-51-2
(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

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

1.2: 16 h / 0 - 28 °C

2.1: trifluoroacetic acid / dichloromethane / 50 h

3.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 2 h / 17 - 28 °C

4.1: potassium acetate / dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / acetonitrile; water / 4 h / Reflux

5.1: Burgess Reagent / dichloromethane / 5 h / 17 - 28 °C

With N-ethylmorpholine;; Burgess Reagent; potassium acetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1352152-00-1
(S)-tert-butyl 1-(1-amino-1-oxo-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propan-2-ylcarbamoyl)cyclohexylcarbamate

: 1352152-51-2
(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

Guidance literature:: With Burgess Reagent; In dichloromethane; at 17 - 28 ℃; for 5h;

Reference yield:

: 97964-72-2
(S)-2-amino-3-(4-iodophenyl)propionamamide

: 1352152-51-2
(S)-tert-butyl 1-(1-cyano-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 2 h / 17 - 28 °C

2: potassium acetate / dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / acetonitrile; water / 4 h / Reflux

3: Burgess Reagent / dichloromethane / 5 h / 17 - 28 °C

With Burgess Reagent; potassium acetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;