Z-Pro-Leu-Gly-OH

Base Information

• Chemical Name: Z-Pro-Leu-Gly-OH
• CAS No.: 7801-38-9
• Molecular Formula: C21H29N3O6
• Molecular Weight: 419.47100
• DSSTox Substance ID: DTXSID00428583
• Wikidata: Q82241408
• Mol file: 7801-38-9.mol

Synonyms:Z-Pro-Leu-Gly-OH;7801-38-9;2-[[(2S)-4-methyl-2-[[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]amino]pentanoyl]amino]acetic acid;Glycine, N-[N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-leucyl]-;2-((S)-2-((S)-1-((Benzyloxy)carbonyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)acetic acid;AC1OLQUZ;SCHEMBL24322559;DTXSID00428583;benzyloxycarbonylprolylleucylglycine;MFCD00057239;2-((S)-2-((S)-1-(benzyloxycarbonyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)acetic acid

Chemical Property of Z-Pro-Leu-Gly-OH

Chemical Property:

• PSA: 125.04000
• LogP: 2.23900
• Storage Temp.: -15°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 419.20563565
• Heavy Atom Count: 30
• Complexity: 618

Purity/Quality:

99% ^*data from raw suppliers

Z-PRO-LEU-GLY-OH 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NCC(=O)O)NC(=O)C1CCCN1C(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)C[C@@H](C(=O)NCC(=O)O)NC(=O)[C@@H]1CCCN1C(=O)OCC2=CC=CC=C2

Technology Process of Z-Pro-Leu-Gly-OH

There total 2 articles about Z-Pro-Leu-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:

N-[N-(N-benzyloxycarbonyl-L-prolyl)-L-leucyl]glycine ethyl ester (7784-82-9) → Z-L-Pro-L-Leu-Gly (7801-38-9)

Guidance literature:

With sodium hydroxide; acetone;

DOI:10.1021/ja01641a001

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → Z-L-Pro-L-Leu-Gly (7801-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; isovaleryl chloride; toluene / Reagens 4: CHCl₃: anschliessend Behandeln mit N-L-Leucyl-glycin-aethylester

2: aqueous acetone; aqueous NaOH

With sodium hydroxide; triethylamine; acetone; toluene; isopentanoyl chloride;

DOI:10.1021/ja01641a001

Reference yield: 98.0%

tert-butyl L-valinate (13211-31-9) + Z-L-Pro-L-Leu-Gly (7801-38-9) → Cbz-L-Pro-L-Leu-Gly-L-Val-O-t-Bu

Guidance literature:

With titanium(IV) isopropylate; 1-(Trimethylsilyl)imidazole; In neat (no solvent); at 50 ℃; for 36h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.9b03850

upstream raw materials:

N-[N-(N-benzyloxycarbonyl-L-prolyl)-L-leucyl]glycine ethyl ester

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

N-(N-L-prolyl-L-leucyl)-glycine

Z-Pro-Leu-Gly-N(CH₃)2

Z-Pro-Leu-Gly-N-succinimidyl ester

(S)-1-(2-{(S)-4-Methyl-2-[((S)-pyrrolidine-2-carbonyl)-amino]-pentanoylamino}-acetyl)-pyrrolidine-2-carboxylic acid ({4-[bis-(2-chloro-ethyl)-amino]-phenylcarbamoyl}-methyl)-amide

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