(S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid

Base Information

• Chemical Name: (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid
• CAS No.: 154006-07-2
• Molecular Formula: C₁₇H₁₈N₂O₄
• Molecular Weight: 314.341
• Mol file: 154006-07-2.mol

Synonyms:(S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid

Chemical Property of (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid

There total 6 articles about (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid 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%

(S)-2-hydrazinyl-3-phenylpropanoic acid (1202-31-9,13079-06-6) + 1-benzyloxycarbonyl-1Hbenzo[d][1.2.3]triazole (57710-80-2) → (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid (154006-07-2)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃;

DOI:10.1002/ejoc.201201731

Reference yield: 76.0%

tetramethylammonium salt of L-phenylalanine + N-benzyloxycarbonyl(Cbz)-3-phenyloxaziridine (153942-10-0) → (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid (154006-07-2)

Guidance literature:

In dichloromethane; at 25 ℃;

DOI:10.1016/S0040-4039(00)91814-8

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-2-(2-((benzyloxy)carbonyl)hydrazinyl)-3-phenylpropanoic acid (154006-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium bromide; sodium nitrite; sulfuric acid / 6 h / -10 °C

2: hydrazine hydrate / ethanol / 70 °C / Microwave irradiation

3: triethylamine / water; acetonitrile / 20 °C

With sulfuric acid; hydrazine hydrate; triethylamine; potassium bromide; sodium nitrite; In ethanol; water; acetonitrile;

DOI:10.1002/ejoc.201201731

upstream raw materials:

N-benzyloxycarbonyl(Cbz)-3-phenyloxaziridine

L-phenylalanine

(S)-3-phenyl-2-ureido-propionic acid

(S)-2-bromo-3-phenylpropionic acid

Downstream raw materials:

Methyl (2S)-N-(benzyloxycarbonylamino)phenylalaninate

(9aS)-2-((1S)-1-Methoxycarbonyl-2-phenylethyl)-2,3,4,5,7,8,9,9a-octahydro-1H-pyrrolo[2,1-d][1,2,5]triazepine-1,5-dione

Methyl (2S)-N-(benzyloxycarbonylamino)-N-((2S)-N-chloroacetylprolyl)phenylalaninate

(S)-benzyl 2-(1-morpholino-1-oxo-3-phenylpropan-2-yl)hydrazinecarboxylate