(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

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Chemical Name:(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
CAS No.:1346521-99-0
Molecular Formula:C₂₁H₂₇N₅O₅
Molecular Weight:429.476
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 5 articles about (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 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: 89.0%

: 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

: 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:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/ol202767k

Reference yield: 10.0%

: 122225-54-1,108283-49-4
(S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid

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

: 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:: (S)-3-azido-2-((tert-butoxycarbonyl)amino)propanoic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 0.0833333h;

methyl (2S)‐3‐phenyl‐2‐[(prop‐2‐yn‐1‐yl)amino]propanoate; In N,N-dimethyl-formamide;
DOI:10.1021/ol202767k

Reference yield:

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

: 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 3 steps

1: chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) / 1,4-dioxane / 1.5 h / Inert atmosphere; Reflux

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

3: 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; chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II); palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; 3: intermolecular Huisgen cycloaddition reaction;
DOI:10.1021/ol202767k