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

Base Information

• Chemical Name: benzyl ((S)-2-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-oxo-1-phenylethyl)carbamate
• CAS No.: 1523535-94-5
• Molecular Formula: C₂₅H₂₆N₂O₄
• Molecular Weight: 418.492
• Mol file: 1523535-94-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about benzyl ((S)-2-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-oxo-1-phenylethyl)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: 92.0%

L-Phenylalaninol (3182-95-4) + (S)-N-(benzyloxycarbonyl)phenylglycine (5491-18-9,17609-52-8,53990-33-3,60584-76-1) → benzyl ((S)-2-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-oxo-1-phenylethyl)carbamate (1523535-94-5)

Guidance literature:

(S)-N-(benzyloxycarbonyl)phenylglycine; 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: 82.0%

benzyl ((S)-2-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-oxo-1-phenylethyl)carbamate (1523535-94-5) → (S)-2-(((S)-2-(methylamino)-2-phenylethyl)amino)-3-phenylpropan-1-ol (1523535-64-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; water; at 0 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.5012/bkcs.2014.35.7.1989

Reference yield:

benzyl ((S)-2-(((S)-1-hydroxy-3-phenylpropan-2-yl)amino)-2-oxo-1-phenylethyl)carbamate (1523535-94-5) → (S)-3-((S)-1-hydroxy-3-phenylpropan-2-yl)-1-methyl-5-phenyl-4,5-dihydro-1H-imidazol-3-ium chloride (1523535-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 24 h / 0 °C / Inert atmosphere; Reflux

2.1: hydrogenchloride / diethyl ether; methanol / 0.17 h / 0 °C / Inert atmosphere

2.2: 20 h / 90 °C / Inert atmosphere

With hydrogenchloride; lithium aluminium tetrahydride; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/j.tetlet.2013.11.027

upstream raw materials:

L-Phenylalaninol

(S)-N-(benzyloxycarbonyl)phenylglycine

Downstream raw materials:

(S)-3-((S)-1-hydroxy-3-phenylpropan-2-yl)-1-methyl-5-phenyl-4,5-dihydro-1H-imidazol-3-ium chloride

(S)-2-(((S)-2-(methylamino)-2-phenylethyl)amino)-3-phenylpropan-1-ol