N-[(benzyloxy)carbonyl]leucylleucine

Base Information

• Chemical Name: N-[(benzyloxy)carbonyl]leucylleucine
• CAS No.: 7801-71-0
• Molecular Formula: C20H30N2O5
• Molecular Weight: 378.469
• Hs Code.: 2924299090
• NSC Number: 335978
• DSSTox Substance ID: DTXSID80999266
• Mol file: 7801-71-0.mol

Synonyms:N-[(benzyloxy)carbonyl]leucylleucine;NSC335978;DTXSID80999266;N-Carbobenzyloxy-l-leucyl-leucine;XGJGWYRHLPSMLW-UHFFFAOYSA-N;EINECS 232-258-7;STK067657;AKOS005389472;NSC 335978;NSC-335978;FT-0771974;N-(N-(Benzyloxycarbonyl)-L-leucyl)-L-leucine;N-(2-([(Benzyloxy)carbonyl]amino)-4-methylpentanoyl)leucine #;N-(2-{[(Benzyloxy)(hydroxy)methylidene]amino}-1-hydroxy-4-methylpentylidene)leucine

Chemical Property of N-[(benzyloxy)carbonyl]leucylleucine

Chemical Property:

• Vapor Pressure: 3.77E-15mmHg at 25°C
• Melting Point: 114° - 116°C
• Boiling Point: 598°Cat760mmHg
• Flash Point: 315.5°C
• PSA: 104.73000
• Density: 1.13g/cm³
• LogP: 3.72480
• Storage Temp.: -15°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 378.21547206
• Heavy Atom Count: 27
• Complexity: 487

Purity/Quality:

98.5% ^*data from raw suppliers

Z-Leu-Leu-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)NC(CC(C)C)C(=O)O)NC(=O)OCC1=CC=CC=C1

Technology Process of N-[(benzyloxy)carbonyl]leucylleucine

There total 15 articles about N-[(benzyloxy)carbonyl]leucylleucine 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: 95.0%

Cbz-L-Leu-L-Leu-OMe (3504-37-8) → N-benzyloxycarbonyl-L-leucyl-L-leucine (7801-71-0)

Guidance literature:

With methanol; sodium hydroxide;

Reference yield: 77.0%

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) + Z-L-Leu-OCH2CN (64187-29-7) → N-benzyloxycarbonyl-L-leucyl-L-leucine (7801-71-0)

Guidance literature:

methylchymotrypsin; In water; dimethyl sulfoxide; for 3h; pH 8.8;

DOI:10.1021/ja00219a083

Reference yield:

Z-Leu-Leu-OtBu (40162-58-1) → N-benzyloxycarbonyl-L-leucyl-L-leucine (7801-71-0)

Guidance literature:

With trifluoroacetic acid; In Petroleum ether;

upstream raw materials:

Cbz-L-Leu-L-Leu-OMe

Z-L-leucine hydroxysuccinimide ester

L-leucine

Z-L-Leu-OCH₂CN

Downstream raw materials:

L-leucyl-L-leucine

Z-Leu-Leu-Val-Phe-OCH₃

(3S)-3-<(N-benzyloxycarbonyl)-L-leucinyl>amino-1-diazo-5-methyl-2-hexanone

Cbz-Ile-Ile-OSu

Refernces

• 1、 -. "Application of proteasome inhibitor in inhibition of novel coronavirus". Paragraph 0130; 0137-0139. . Retrieved 2021/06/22.
• 2、 Pehere, Ashok D.,Nguyen, Steven,Garlick, Sarah K.,Wilson, Danny W.,Hudson, Irene,Sykes, Matthew J.,Morton, James D.,Abell, Andrew D.. "Tripeptide analogues of MG132 as protease inhibitors". supporting information. p. 436 - 441. Retrieved 2019/01/04.