Z-Ala-gly-gly-OH

Base Information

• Chemical Name: Z-Ala-gly-gly-OH
• CAS No.: 21929-69-1
• Molecular Formula: C15H19 N3 O6
• Molecular Weight: 337.332
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID901218233
• Nikkaji Number: J605.950C
• Mol file: 21929-69-1.mol

Synonyms:Z-ALA-GLY-GLY-OH;21929-69-1;2-[[2-[[(2S)-2-(phenylmethoxycarbonylamino)propanoyl]amino]acetyl]amino]acetic acid;DTXSID901218233;MFCD00021741;Glycine, N-[(phenylmethoxy)carbonyl]-L-alanylglycyl-;(S)-5-methyl-3,6,9-trioxo-1-phenyl-2-oxa-4,7,10-triazadodecan-12-oic acid

Chemical Property of Z-Ala-gly-gly-OH

Chemical Property:

• PSA: 133.83000
• LogP: 0.79100
• Storage Temp.: -15°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 337.12738533
• Heavy Atom Count: 24
• Complexity: 462

Purity/Quality:

98%Min ^*data from raw suppliers

Z-ALA-GLY-GLY-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Z-Ala-gly-gly-OH

There total 6 articles about Z-Ala-gly-gly-OH 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: 80.0%

N-Cbz-Ala-Gly-Gly-OMe → N-benzyloxycarbonyl-L-alanyl-glycyl-glycine (21929-69-1)

Guidance literature:

With sodium hydroxide; In water; acetone; at 20 ℃; for 0.75h;

DOI:10.1021/acs.jmedchem.9b00823

Reference yield: 72.0%

glycylglycine (556-50-3) + pentafluorophenyl ester of benzyloxycarbonylalanine (25516-39-6) → N-benzyloxycarbonyl-L-alanyl-glycyl-glycine (21929-69-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; for 48h;

Reference yield:

N-Cbz-Ala (1142-20-7) → N-benzyloxycarbonyl-L-alanyl-glycyl-glycine (21929-69-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.25 h / -10 °C

1.2: 13 h / -10 - 25 °C

2.1: sodium hydroxide / water; acetone / 0.75 h / 20 °C

3.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.25 h / -10 °C

3.2: 13 h / -10 - 25 °C

4.1: sodium hydroxide / water; acetone / 0.75 h / 20 °C

With chloroformic acid ethyl ester; triethylamine; sodium hydroxide; In tetrahydrofuran; water; acetone;

DOI:10.1021/acs.jmedchem.9b00823

upstream raw materials:

glycylglycine

pentafluorophenyl ester of benzyloxycarbonylalanine

N-Cbz-Ala

Z-L-Ala-Gly-OMe

Downstream raw materials:

17β-(N-benzyloxycarbonyl-L-alanyl-glycyl-glycyl)aminoestra-1,3,5(10)-trien-3-ol

L-alanylglycylglycine

[2-((S)-2-Benzyloxycarbonylamino-propionylamino)-acetylamino]-acetic acid 2-cyano-ethyl ester