O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime

Base Information

• Chemical Name: O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime
• CAS No.: 81638-94-0
• Molecular Formula: C₂₁H₂₅N₃O₄
• Molecular Weight: 383.447
• Mol file: 81638-94-0.mol

Synonyms:O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime

Chemical Property of O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime

There total 1 articles about O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime 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: 90.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1-pyridin-2-yl-ethanone oxime (1758-54-9,79462-42-3,81563-77-1) → O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime (81638-94-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; Ambient temperature;

Reference yield: 90.0%

H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) + O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime (81638-94-0) → tert-butyl ((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (74257-73-1)

Guidance literature:

With acetic acid; In tetrahydrofuran; at 30 ℃; for 48h;

Reference yield:

O-(t-butyloxycarbonyl-L-phenylalanyl)-2-pyridylmethylketoxime (81638-94-0) → met-enkephalin (58569-55-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NH₃, 2.) AcOH / 1.) CHCl₃, 5 min, 2.) THF, 24 h

2: 98 percent / 4 M HCl / dioxane / 0.75 h

3: 1.) NH₃, 2.) AcOH / 1.) CHCl₃, 5 min, 2.) THF, 24 h

4: 91 percent / 2 M HCl / acetic acid / 0.75 h

5: 1.) NH₃, 2.) AcOH / 1.) CHCl₃, 5 min, 2.) DMF, THF, 24 h

6: 1.) 2 M NaOH, 2.) 2M HCl / 1.) methanol, water, 4 h, 2.) AcOH, 45 min

With hydrogenchloride; sodium hydroxide; ammonia; acetic acid; In 1,4-dioxane; acetic acid;

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

1-pyridin-2-yl-ethanone oxime

Downstream raw materials:

tert-butyl ((S)-1-(((S)-1-amino-4-methyl-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Methyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-methionine

4-nitrobenzyl ester of N-t-butyloxycarbonyl-L-phenylalanyl-L-leucine

Leu-enkephalin