N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline

Base Information

• Chemical Name: N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline
• CAS No.: 61430-05-5
• Molecular Formula: C19H25N3O6
• Molecular Weight: 391.424
• DSSTox Substance ID: DTXSID10570966
• Wikidata: Q82458543
• Mol file: 61430-05-5.mol

Synonyms:61430-05-5;N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline;SCHEMBL8611219;DTXSID10570966

Chemical Property of N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 391.17433553
• Heavy Atom Count: 28
• Complexity: 590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)N1CCCC1C(=O)O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)O)NC(=O)OCC2=CC=CC=C2

Technology Process of N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline

There total 4 articles about N-[(Benzyloxy)carbonyl]-L-alanyl-L-alanyl-L-proline 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: 69.0%

N-carbpbenzoxy-alanine pentafluorophenyl ester (90105-39-8) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-carbobenzoxy-alanyl-alanyl-proline (61430-05-5)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 24h; Ambient temperature;

Reference yield:

Z-Ala-Ala-Pro-OtBu → N-carbobenzoxy-alanyl-alanyl-proline (61430-05-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm980419o

Reference yield:

benzyloxycarbonyl-L-alanyl-L-alanine (16012-70-7) → N-carbobenzoxy-alanyl-alanyl-proline (61430-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / 24 h / Ambient temperature

2: 69 percent / 1N NaOH / dioxane / 24 h / Ambient temperature

With sodium hydroxide; In 1,4-dioxane;

upstream raw materials:

N-carbpbenzoxy-alanine pentafluorophenyl ester

L-proline

benzyloxycarbonyl-L-alanyl-L-alanine

benzyloxycarbonylalanine p-nitrophenyl ester

Downstream raw materials:

N-carbobenzoxy-alanyl-alanyl-prolyl-valine p-nitroanilide

3-carboxypropanoyl-alanyl-alanyl-prolyl-valine p-nitroanilide

(S)-1-[(S)-2-((S)-2-Amino-propionylamino)-propionyl]-pyrrolidine-2-carboxylic acid [(S)-2-methyl-1-(4-nitro-phenylcarbamoyl)-propyl]-amide

N-3-carboxypropanoyl-alanyl-alanyl-prolyl-valyl-chloromethylketone