benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Base Information

• Chemical Name: benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
• CAS No.: 17224-88-3
• Molecular Formula: C₂₆H₂₈N₂O₄
• Molecular Weight: 432.519
• Mol file: 17224-88-3.mol

Synonyms:benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property of benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

There total 4 articles about benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-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: 96.0%

L-Phenylalaninol (3182-95-4) + N-Cbz-L-Phe (1161-13-3) → benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (17224-88-3)

Guidance literature:

N-Cbz-L-Phe; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -15 ℃; for 0.0833333h; Inert atmosphere;

L-Phenylalaninol; In tetrahydrofuran; at -15 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.11.027

Reference yield: 75.0%

L-Phenylalaninol (3182-95-4) + N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) → benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (17224-88-3)

Guidance literature:

In ethyl acetate; for 2h;

DOI:10.1248/cpb.32.3584

Reference yield:

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) + L-Phenylalaninol (3182-95-4) → benzyl ((S)-1-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (17224-88-3)

Guidance literature:

In 1,4-dioxane; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2004.12.053

upstream raw materials:

L-Phenylalaninol

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

N-Cbz-L-Phe

Downstream raw materials:

DL-N-benzoylphenylalanine

N-(N-benzoyl-L-phenylalanyl)-L-phenylalaninol

aurantiamide acetate

Acetic acid (S)-2-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-3-phenyl-propyl ester