(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Base Information

Chemical Name:(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate
CAS No.:1428666-13-0
Molecular Formula:C₂₁H₂₆IN₃O₃
Molecular Weight:495.36
Hs Code.:

Synonyms:(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

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Chemical Property of (1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

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Technology Process of (1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

There total 4 articles about (1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate 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: 58.0%

: 1159630-53-1
(S)-2-amino-3-(4-iodophenyl)propanenitrile

: 134795-25-8,291775-59-2,134877-63-7
(1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester

: 1428666-13-0
(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: (1R,3S,4S)-2-aza-bicyclo[2.2.1]heptane-2,3-dicarboxylic acid 2-tert-butyl ester; With triethylamine; HATU; In dichloromethane; for 0.166667h;

(S)-2-amino-3-(4-iodophenyl)propanenitrile; In dichloromethane; for 1h;

Reference yield:

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

: 1428666-13-0
(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 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 °C

2.1: Burgess Reagent / dichloromethane

3.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

4.1: triethylamine; HATU / dichloromethane / 0.17 h

4.2: 1 h

With N-ethylmorpholine;; hydrogenchloride; Burgess Reagent; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; HATU; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

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

: 1428666-13-0
(1R,3S,4S)-tert-butyl 3-((S)-1-cyano-2-(4-iodophenyl)ethylcarbamoyl)-2-azabicyclo[2.2.1]heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Burgess Reagent / dichloromethane

2.1: hydrogenchloride / 1,4-dioxane / 3 h / 20 °C

3.1: triethylamine; HATU / dichloromethane / 0.17 h

3.2: 1 h

With hydrogenchloride; Burgess Reagent; triethylamine; HATU; In 1,4-dioxane; dichloromethane;