DL-Leucylglycylglycine

Base Information

• Chemical Name: DL-Leucylglycylglycine
• CAS No.: 4337-37-5
• Molecular Formula: C10H19N3O4
• Molecular Weight: 245.279
• European Community (EC) Number: 224-384-6,636-536-2
• NSC Number: 523307,118380,89617
• DSSTox Substance ID: DTXSID901036229
• Mol file: 4337-37-5.mol

Synonyms:DL-Leucylglycylglycine;4337-37-5;DL-Leucyl-glycyl-glycine;2-(2-(2-Amino-4-methylpentanamido)acetamido)acetic acid;Leucylglycylglycine;Glycine, N-(N-DL-leucylglycyl)-;GL-Leucyl-glycyl-glycine;2-[[2-[(2-amino-4-methylpentanoyl)amino]acetyl]amino]acetic acid;N-(N-DL-Leucylglycyl)glycine;EINECS 224-384-6;H-DL-Leu-Gly-Gly-OH;DL-Leu-Gly-Gly;H-D-Leu-Gly-Gly-OH;2-[2-(2-amino-4-methylpentanamido)acetamido]acetic acid;Glycine, N-(N-D-leucylglycyl)-;Glycine, N-(N-L-leucylglycyl)-;d-Leucylglycylglycin;(([(2-Amino-4-methylpentanoyl)amino]acetyl)amino)acetic acid #;SCHEMBL2322417;VWHGTYCRDRBSFI-UHFFFAOYSA-;DTXSID901036229;NSC89617;MFCD00064990;NSC 89617;NSC-89617;NSC118380;NSC523307;AKOS009156525;CS-W014639;HY-W013923;NSC-118380;NSC-523307;AS-58241;FT-0625482;FT-0633432;L0033;D91231;D,L-Leucylglycylglycine (H-DL-Leu-Gly-Gly-OH);2-[[2-[(2-amino-4-methyl-pentanoyl)amino]acetyl]amino]acetic acid;3146-41-6

Chemical Property of DL-Leucylglycylglycine

Chemical Property:

• Melting Point: >240℃ (water ethanol )
• Boiling Point: 573.7 °C at 760 mmHg
• PKA: 3.30±0.10(Predicted)
• Flash Point: 300.8 °C
• PSA: 121.52000
• Density: 1.199g/cm³
• LogP: 0.15890
• Storage Temp.: −20°C
• XLogP3: -3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 245.13755610
• Heavy Atom Count: 17
• Complexity: 291

Purity/Quality:

99% ^*data from raw suppliers

DL-Leucyl-glycyl-glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NCC(=O)NCC(=O)O)N

Technology Process of DL-Leucylglycylglycine

There total 18 articles about DL-Leucylglycylglycine 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:

glycyl=>leucyl=>glycine (59685-29-9) → DL-Leucyl-glycin (615-82-7) + glycylleucine (688-14-2) + Leucyl-glycyl-glycin (4337-37-5) + 3-isobutyl-piperazine-2,5-dione (157240-56-7)

Guidance literature:

In water; at 130 ℃; for 5.8h; Product distribution; Mechanism; var. pH, var. heating times;

DOI:10.1021/jo00161a036

Reference yield:

N-[N-(N-benzyloxycarbonyl-L-leucyl)-glycyl]-glycine (14297-22-4) → L-Leu-Gly-Gly (1187-50-4,3146-41-6,4337-37-5,18625-22-4)

Guidance literature:

With methanol; palladium; acetic acid; Durch Hydrogenolyse;

DOI:10.1021/jo01167a020

Reference yield:

N-benzyloxycarbonyl-L-leucine methyl ester (51021-87-5) → L-Leu-Gly-Gly (1187-50-4,3146-41-6,4337-37-5,18625-22-4)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrazine hydrate / 20 °C

2: aqueous HCl; acetic acid; NaNO₂ / unter starker Kuehlung

3: diethyl ether; chloroform / 45 °C

4: aqueous methanol. NaOH

5: palladium; methanol; glacial acetic acid / Durch Hydrogenolyse

With hydrogenchloride; methanol; sodium hydroxide; diethyl ether; chloroform; hydrazine hydrate; palladium; acetic acid; sodium nitrite;

DOI:10.1021/jo01167a020

upstream raw materials:

N-[N-(DL-2-bromo-4-methyl-valeryl)-glycyl]-glycine

N-[N-(D-2-bromo-4-methyl-valeryl)-glycyl]-glycine

glycyl=>leucyl=>glycine

(R)-2-Bromo-4-methyl-pentanoyl chloride

Downstream raw materials:

L-leucine

glycylglycine

glycine

3-isobutyl-piperazine-2,5-dione

Refernces

• 1、 Micheel,Lorenz. "Peptide syntheses with mixed anhydrides from N-acyl-amino acids and saccharin". . p. 242 - 252. Retrieved 2007/10/05.