benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

Base Information

Chemical Name:benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate
CAS No.:1359969-95-1
Molecular Formula:C₃₁H₃₈N₆O₆
Molecular Weight:590.679
Hs Code.:

Synonyms:benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

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Chemical Property of benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

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Technology Process of benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

There total 11 articles about benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate 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: 80.0%

: 1359969-76-8
benzyl ((S)-5-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

: 1359969-95-1
benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.25h; Inert atmosphere;
DOI:10.1021/ol3002199

Reference yield:

: 1001646-61-2
5-azido-2-(((benzyloxy)carbonyl)amino)pentanoic acid

: 1359969-95-1
benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2: trifluoroacetic acid / dichloromethane / 4 h / 20 °C / Inert atmosphere

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: Dess-Martin periodane / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

With benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol3002199

Reference yield:

: 949894-57-9
(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

: 1359969-95-1
benzyl ((S)-5-azido-1-(((S)-4-methyl-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)pentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: sodium tetrahydroborate / methanol / 2.5 h / 40 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

4: Dess-Martin periodane / dichloromethane / 1.25 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1021/ol3002199