L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester
• CAS No.: 2488-22-4
• Molecular Formula: C18H26N2O5
• Molecular Weight: 350.415
• DSSTox Substance ID: DTXSID401139096
• Mol file: 2488-22-4.mol

Synonyms:SCHEMBL17616879;DTXSID401139096;L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester;2488-22-4

Chemical Property of L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 350.18417193
• Heavy Atom Count: 25
• Complexity: 467

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)OC(C)(C)C)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C(=O)N[C@@H](C)C(=O)OC(C)(C)C)NC(=O)OCC1=CC=CC=C1

Technology Process of L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester

There total 8 articles about L-Alanine, N-[N-[(phenylmethoxy)carbonyl]-L-alanyl]-, 1,1-dimethylethyl ester 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: 99.0%

Ala-OtBu (21691-50-9) + (S)-2-benzyloxycarbonylamino-propionic acid methyl ester (28819-05-8) → (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (2488-22-4)

Guidance literature:

With pentamethoxy tantalum; In neat (no solvent); at 45 ℃; for 72h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b03850

Reference yield: 85.0%

N-Cbz-Ala (1142-20-7) + tert-butyl L-alaninate hydrochloride (13404-22-3) → (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (2488-22-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield: 85.0%

Ala-OtBu (21691-50-9) + N-Cbz-Ala (1142-20-7) → (S)-tert-butyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)propanoate (2488-22-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/acsmedchemlett.9b00240

upstream raw materials:

Ala-OtBu

N-Cbz-Ala

benzyloxycarbonylalanine p-nitrophenyl ester

(S)-2-benzyloxycarbonylamino-propionic acid methyl ester