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

Base Information

• Chemical Name: N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-valine
• CAS No.: 41487-00-7
• Molecular Formula: C19H28 N2 O5
• Molecular Weight: 364.442
• European Community (EC) Number: 255-395-4
• NSC Number: 322478
• DSSTox Substance ID: DTXSID50961753
• Mol file: 41487-00-7.mol

Synonyms:41487-00-7;N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-valine;3-methyl-2-[[3-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]butanoic acid;NSC322478;SCHEMBL7359266;DTXSID50961753;EINECS 255-395-4;NSC 322478;NSC-322478;L-Valine, N-(N-((phenylmethoxy)carbonyl)-L-isoleucyl)-;N-(2-{[(Benzyloxy)(hydroxy)methylidene]amino}-1-hydroxy-3-methylpentylidene)valine

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

Chemical Property:

• Vapor Pressure: 8.99E-15mmHg at 25°C
• Boiling Point: 590.1°Cat760mmHg
• Flash Point: 310.7°C
• PSA: 104.73000
• Density: 1.145g/cm³
• LogP: 3.33470
• Storage Temp.: -15°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 364.19982200
• Heavy Atom Count: 26
• Complexity: 475

Purity/Quality:

99% ^*data from raw suppliers

Z-ILE-VAL-OH ^*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)C)C(=O)O)NC(=O)OCC1=CC=CC=C1

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

There total 7 articles about N-(N-((Benzyloxy)carbonyl)-L-isoleucyl)-L-valine 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: 81.0%

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + N-Z-L-isoleucine N-hydroxysuccinimide ester (3391-99-9) → N-Benzyloxycarbonyl-L-isoleucyl-L-valin (41487-00-7)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 20h; Ambient temperature;

DOI:10.1246/bcsj.56.1116

Reference yield:

N-Benzyloxycarbonyl-L-isoleucyl-L-valin-2-iodethylester → N-Benzyloxycarbonyl-L-isoleucyl-L-valin (41487-00-7)

Guidance literature:

With mercury dichloride; zinc; In acetone; for 48h; Yield given; Heating;

Reference yield:

L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) → N-Benzyloxycarbonyl-L-isoleucyl-L-valin (41487-00-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / thionylchloride / Ambient temperature

2: 85 percent / triethylamine, chloroformic acid ethyl ester / CH₂Cl₂ / 1) -10 deg C, 1 h, 2) 2 h, room temperature

3: NaI / acetone

4: Zn, HgCl₂ / acetone / 48 h / Heating

With thionyl chloride; chloroformic acid ethyl ester; triethylamine; sodium iodide; mercury dichloride; zinc; In dichloromethane; acetone;

upstream raw materials:

L-valine

N-Z-L-isoleucine N-hydroxysuccinimide ester

Z-Ile-ONB

N-Cbz-L-Isoleucine

Downstream raw materials:

Z-Ile-Val-NHCH₂Ph

L-isoleucyl-L-valine

Boc-GlyIleValGlu(OBut)Gln(Mbh)-OH