methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride

Base Information

• Chemical Name: methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride
• CAS No.: 7625-59-4
• Molecular Formula: C12H16N2O3.ClH
• Molecular Weight: 272.72800
• Mol file: 7625-59-4.mol

Synonyms:7625-59-4;methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride;L-Phe-Gly-OMe hydrochloride;L-Phe-Gly-OMe HCl;SCHEMBL11202440;AKOS025582560;EN300-136768;Z1450030349;methyl2-[(2S)-2-amino-3-phenylpropanamido]acetatehydrochloride;methyl 2-[[(2S)-2-amino-3-phenylpropanoyl]amino]acetate;hydrochloride

Chemical Property of methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride

Chemical Property:

• PSA: 81.42000
• LogP: 1.73880
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 272.0927701
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CNC(=O)C(CC1=CC=CC=C1)N.Cl
• Isomeric SMILES: COC(=O)CNC(=O)[C@H](CC1=CC=CC=C1)N.Cl

Technology Process of methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride

There total 7 articles about methyl 2-[(2S)-2-amino-3-phenylpropanamido]acetate hydrochloride 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: 100.0%

N-benzyloxycarbonyl-L-phenylalanylglycine methyl ester (5184-17-8,21685-41-6,4818-07-9) → L-phenylalanylglycine methyl ester hydrochloride (7625-59-4)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; for 4h;

DOI:10.1002/ardp.19873200210

Reference yield: 99.0%

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate (7625-57-2) → L-phenylalanylglycine methyl ester hydrochloride (7625-59-4)

Guidance literature:

With hydrogenchloride;

DOI:10.1002/ejoc.201600617

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → L-phenylalanylglycine methyl ester hydrochloride (7625-59-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-methylmorpholine / tetrahydrofuran / 0.25 h / -20 °C

2: Et₃N, N-methylmorpholine / tetrahydrofuran / 1.) from -20 deg C to 4 deg C, 1 h, 2.) 4 deg C, overnight

3: HCl (gas) in dioxane / 2 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; triethylamine; In tetrahydrofuran;

DOI:10.1021/jm00168a045

upstream raw materials:

N-benzyloxycarbonyl-L-phenylalanylglycine methyl ester

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate

N-Cbz-L-Phe

N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine pentafluorophenyl ester

Downstream raw materials:

Boc-Glu(OBzl)-Phe-Gly-OMe

(R)-α-methylbenzylcarbamoyl-L-phenylalanylglycine methyl ester

Z-Pro-Phe-Gly-OMe

Boc-Phe-Phe-Gly-OMe