L-alanyl-D-glutamic acid

Base Information

• Chemical Name: L-alanyl-D-glutamic acid
• CAS No.: 16809-27-1
• Molecular Formula: C8H14N2O5
• Molecular Weight: 218.20700
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID70561395
• Nikkaji Number: J82.554I
• Wikidata: Q27131169
• Mol file: 16809-27-1.mol

Synonyms:L-alanyl-D-glutamic acid;16809-27-1;L-Alanyl-D-glutamate;(2R)-2-[[(2S)-2-aminopropanoyl]amino]pentanedioic acid;L-Ala-D-Glu;L-Ala-D-Glu-OH;L-Alanyl-D-glutaminsaeure;SCHEMBL1270356;CHEBI:61566;DTXSID70561395;C20957;Q27131169

Chemical Property of L-alanyl-D-glutamic acid

Chemical Property:

• PSA: 133.21000
• LogP: 0.30840
• XLogP3: -3.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 218.09027155
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of L-alanyl-D-glutamic acid

There total 1 articles about L-alanyl-D-glutamic acid 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:

N-(N-benzyloxycarbonyl-L-alanyl)-D-glutamic acid dibenzyl ester (14872-70-9) → N-L-alanyl-D-glutamic acid (16809-27-1)

Guidance literature:

With palladium; acetic acid; Hydrogenation;

DOI:10.1021/ja01114a528

Reference yield:

N-L-alanyl-D-glutamic acid (16809-27-1) → (R)-2-{(S)-2-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phenoxy-tetrahydro-pyran-4-yloxy)-propionylamino]-propionylamino}-pentanedioic acid dioctyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1. N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2. N-methylmorpholine / 1. THF, 3 h, 2. 24 h

2: 73 percent / 80percent acetic acid / 0.5 h / Heating

With 4-methyl-morpholine; 1-hydroxy-pyrrolidine-2,5-dione; acetic acid; dicyclohexyl-carbodiimide;

DOI:10.1007/BF00629840

Reference yield:

N-L-alanyl-D-glutamic acid (16809-27-1) → (R)-2-{(S)-2-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-phenoxy-tetrahydro-pyran-4-yloxy)-propionylamino]-propionylamino}-pentanedioic acid didodecyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1. N-hydroxysuccinimide, dicyclohexylcarbodiimide, 2. N-methylmorpholine / 1. THF, 3 h, 2. 24 h

2: 70 percent / 80percent acetic acid / 0.5 h / Heating

With 4-methyl-morpholine; 1-hydroxy-pyrrolidine-2,5-dione; acetic acid; dicyclohexyl-carbodiimide;

DOI:10.1007/BF00629840

upstream raw materials:

N-(N-benzyloxycarbonyl-L-alanyl)-D-glutamic acid dibenzyl ester