Gly-Phe-Ser

Base Information

• Chemical Name: Gly-Phe-Ser
• CAS No.: 23828-14-0
• Molecular Formula: C₁₄H₁₉N₃O₅
• Molecular Weight: 309.322
• DSSTox Substance ID: DTXSID90391030
• Mol file: 23828-14-0.mol

Synonyms:Gly-Phe-Ser;23828-14-0;2-[[2-[(2-aminoacetyl)amino]-3-phenylpropanoyl]amino]-3-hydroxypropanoic acid;DTXSID90391030;FT-0773615

Chemical Property of Gly-Phe-Ser

Chemical Property:

• PSA: 141.75000
• Density: 1.346
• LogP: -0.28360
• Storage Temp.: −20°C
• XLogP3: -4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 309.13247072
• Heavy Atom Count: 22
• Complexity: 396

Purity/Quality:

99% ^*data from raw suppliers

GLY-PHE-SER-OH 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)NC(CO)C(=O)O)NC(=O)CN

Technology Process of Gly-Phe-Ser

There total 7 articles about Gly-Phe-Ser 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:

(S)-2-((S)-2-(2-aminoacetamido)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid (1380521-36-7) → C14H19N3O5 (23828-14-0) + (tert-butoxycarbonyl)glycylglycyl-L-phenylalanyl-L-serine (1380521-41-4)

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 50 ℃; for 1h; Microwave irradiation;

DOI:10.1039/c2ob07050b

Reference yield:

(8S,11S)-8-benzyl-11-((2-(((tert-butoxy)carbonyl)amino)acetoxy)methyl)-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid (1380521-38-9) → C14H19N3O5 (23828-14-0) + (tert-butoxycarbonyl)glycylglycyl-L-phenylalanyl-L-serine (1380521-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium on activated charcoal; hydrogen / methanol / 4 h

2: piperidine / N,N-dimethyl-formamide / 1 h / 50 °C / Microwave irradiation

With piperidine; palladium on activated charcoal; hydrogen; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/c2ob07050b

Reference yield:

(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid (1380521-30-1) → C14H19N3O5 (23828-14-0) + (tert-butoxycarbonyl)glycylglycyl-L-phenylalanyl-L-serine (1380521-41-4)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium on activated charcoal; hydrogen / methanol / 4 h

2: N-ethyl-N,N-diisopropylamine / water; acetonitrile / 12 h / 20 °C

3: palladium on activated charcoal; hydrogen / methanol / 4 h

4: piperidine / N,N-dimethyl-formamide / 1 h / 50 °C / Microwave irradiation

With piperidine; palladium on activated charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1039/c2ob07050b

upstream raw materials:

(S)-2-((S)-2-(2-aminoacetamido)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

(8S,11S)-8-benzyl-11-((2-(((tert-butoxy)carbonyl)amino)acetoxy)methyl)-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid

(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

(S)-2-((S)-2-amino-3-phenylpropanamido)-3-(2-(((tert-butoxy)carbonyl)amino)acetoxy)propanoic acid

Refernces