N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine

Base Information

• Chemical Name: N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine
• CAS No.: 42538-01-2
• Molecular Formula: C20H30N2O5
• Molecular Weight: 378.469
• European Community (EC) Number: 255-876-9
• DSSTox Substance ID: DTXSID40195328
• Nikkaji Number: J309.945H
• Wikidata: Q83068219
• Mol file: 42538-01-2.mol

Synonyms:42538-01-2;Z-Ile-Ile-OH;(2S,3S)-2-((2S,3S)-2-(((Benzyloxy)carbonyl)amino)-3-methylpentanamido)-3-methylpentanoic acid;N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine;EINECS 255-876-9;(2S,3S)-3-methyl-2-[[(2S,3S)-3-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]pentanoic acid;Z-Ile-Ile;N-[N-[(benzyloxy)carbonyl]-L-isoleucyl]-L-isoleucine;SCHEMBL7049933;DTXSID40195328;QJJULDSUCQXEDB-OTRWWLKZSA-N;MFCD00027066;CS-W011770;HY-W011054;DS-11330;N-[N-[(Phenylmethoxy)carbonyl]-L-isoleucyl]-L-isoleucine;(2S,3S)-2-((2S,3S)-2-(benzyloxycarbonylamino)-3-methylpentanamido)-3-methylpentanoic acid;(2S,3S)-2-((2S,3S)-2-(((BenZyloxy)carbonyl)amino)-3-methylpentanamido)-3-methylpentanoic acid (CbZ-L-Ile-L-Ile-OH);(2S,3S)-2-((2S,3S)-2-(((Benzyloxy)carbonyl)amino)-3-methylpentanamido)-3-methylpentanoicacid

Chemical Property of N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine

Chemical Property:

• Vapor Pressure: 3.77E-15mmHg at 25°C
• Melting Point: 123 - 124°C
• Boiling Point: 598°Cat760mmHg
• Flash Point: 315.5°C
• PSA: 104.73000
• Density: 1.13g/cm³
• LogP: 3.72480
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 378.21547206
• Heavy Atom Count: 27
• Complexity: 491

Purity/Quality:

98%,99%, ^*data from raw suppliers

Z-Ile-Ile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C)C(C(=O)NC(C(C)CC)C(=O)O)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)O)NC(=O)OCC1=CC=CC=C1
• Uses: N-CBZ-Ile-Ile (Z-Ile-Ile) (CBZ-isoleucylisoleucine) is an N-terminal protected Cbz-dipeptide substrate used to differentiate, characterize and kinetically analyze various carboxypeptidase(s).

Technology Process of N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine

There total 3 articles about N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-isoleucine 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:

Z-Ile-Ile-OMe (4818-04-6) → Z-Ile-Ile-OH (42538-01-2)

Guidance literature:

With sodium hydroxide; In acetone;

DOI:10.1246/bcsj.46.2190

Reference yield:

N-Cbz-L-Isoleucine (3160-59-6) → Z-Ile-Ile-OH (42538-01-2)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) ClCO₂Et, Et₃N, CHCl₃, (ii) /BRN= 1722028/

2: aq. NaOH / acetone

With sodium hydroxide; In acetone;

DOI:10.1246/bcsj.46.2190

Reference yield:

L-isoleucine (73-32-5,959215-79-3,18875-42-8) + N-Z-L-isoleucine N-hydroxysuccinimide ester (3391-99-9) → Z-Ile-Ile-OH (42538-01-2)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; Ambient temperature;

DOI:10.1246/bcsj.52.540

upstream raw materials:

L-isoleucine

N-Z-L-isoleucine N-hydroxysuccinimide ester

Z-Ile-Ile-OMe

N-Cbz-L-Isoleucine