N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine

Base Information

• Chemical Name: N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine
• CAS No.: 87113-94-8
• Molecular Formula: C₃₃H₄₇N₇O₇
• Molecular Weight: 653.779
• Mol file: 87113-94-8.mol

Synonyms:N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine

Chemical Property of N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine

There total 9 articles about N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine 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:

N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine methyl ester (87113-93-7) → N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine (87113-94-8)

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃;

DOI:10.1021/jm00369a017

Reference yield:

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride (16652-71-4) → N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine (87113-94-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / HOBt, NEM, DCC / tetrahydrofuran

2: H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

3: 88 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

4: 2.5 N NaOH / methanol / 25 °C

With N-Ethylmaleimide; sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00369a017

Reference yield:

(S)-1-(2-adamantan-1-yl-acetyl)-pyrrolidine-2-carboxylic acid benzyl ester (87113-91-5) → N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-Nω-nitro-L-arginine (87113-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / 10percent Pd/C / ethanol / 3102.9 Torr

2: 88 percent / HOBt, NEM, DCC / tetrahydrofuran / pH 7.0-7.5

3: 2.5 N NaOH / methanol / 25 °C

With N-Ethylmaleimide; sodium hydroxide; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;

DOI:10.1021/jm00369a017

upstream raw materials:

N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-N^ω-nitro-L-arginine methyl ester

2-methyl-3-phenylalanine

benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

(+/-)-N-(tert-butoxycarbonyl)-α-methylphenylalanine

Downstream raw materials:

N-(1-adamantylacetyl)-L-prolyl-DL-α-methylphenylalanyl-L-arginine