benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

Base Information

Chemical Name:benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate
CAS No.:1346521-93-4
Molecular Formula:C₂₈H₃₅N₅O₆
Molecular Weight:537.616
Hs Code.:

Synonyms:benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

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Chemical Property of benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

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Technology Process of benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

There total 1 articles about benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate 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: 94.0%

: 145967-50-6
benzyl (2S)-3-azido-2-[(tert-butoxycarbonyl)amino]propanoate

: 431935-33-0
methyl (2S)‐3‐phenyl‐2‐[(prop‐2‐yn‐1‐yl)amino]propanoate

: 1346521-93-4
benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

Guidance literature:: With chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); In 1,4-dioxane; for 1.5h; Inert atmosphere; Reflux;
DOI:10.1021/ol202767k

Reference yield: 87.0%

: 1346521-93-4
benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

: 1346521-96-7
N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alanine

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1.5h; under 1034.32 Torr;
DOI:10.1021/ol202767k

Reference yield:

: 1346521-93-4
benzyl N-(tert-butoxycarbonyl)-3-{5-[((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylamino)methyl]-1H-1,2,3-triazol-1-yl}-L-alaninate

: 1346521-99-0
(S)-methyl 2-{(S)-7-(tert-butoxycarbonylamino)-6-oxo-7,8-dihydro-4H-[1,2,3]triazolo[1,5-a][1,4]diazepin-5(6H)-yl}-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 20 °C / 1034.32 Torr

2: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 20 °C

With 1-hydroxy-7-aza-benzotriazole; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; N,N-dimethyl-formamide; 2: intermolecular Huisgen cycloaddition reaction;
DOI:10.1021/ol202767k