(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

Base Information

Chemical Name:(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide
CAS No.:724733-52-2
Molecular Formula:C₂₁H₃₂N₆O₄
Molecular Weight:432.523
Hs Code.:

Synonyms:(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

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Chemical Property of (3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

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Technology Process of (3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

There total 8 articles about (3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide 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: 99.0%

: 38689-32-6
(S)-2-((S)-2-aminopropanoylamino)-4-methylpentanoic acid amide

: 125218-44-2
(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid

: 724733-52-2
(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;
DOI:10.1021/jm031106i

Reference yield:

: 687-51-4,13079-20-4,13366-40-0,15893-47-7
H-L-Leu-NH₂

: 724733-52-2
(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-7-azabenzotriazole; 1,8-bis(N,N-dimethylamino)naphthalene; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride / dimethylformamide / 0 - 20 °C

2: 100 percent / H₂ / Pd/C / aq. ethanol / 1.5 h / atmospheric pressure

3: 99 percent / diisopropylethylamine; HATU / dimethylformamide / 2 h / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm031106i

Reference yield:

: 18323-56-3
Z-(S)-Ala-(S)-Leu-NH₂

: 724733-52-2
(3S,4S)-4-azido-3-hydroxy-6-phenylhexanoic acid [(S)-1-((S)-1-carbamoyl-3-methylbutylcarbamoyl)ethyl]amide

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd/C / aq. ethanol / 1.5 h / atmospheric pressure

2: 99 percent / diisopropylethylamine; HATU / dimethylformamide / 2 h / 0 - 20 °C

With hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm031106i