n-[(Benzyloxy)carbonyl]leucylleucinamide

Base Information

• Chemical Name: n-[(Benzyloxy)carbonyl]leucylleucinamide
• CAS No.: 71800-39-0
• Molecular Formula: C20H31 N3 O4
• Molecular Weight: 377.484
• NSC Number: 89646
• DSSTox Substance ID: DTXSID60293451

Synonyms:71800-39-0;n-[(benzyloxy)carbonyl]leucylleucinamide;NSC89646;DTXSID60293451;NSC-89646

Chemical Property of n-[(Benzyloxy)carbonyl]leucylleucinamide

Chemical Property:

• Vapor Pressure: 5.46E-15mmHg at 25°C
• Boiling Point: 613.5°Cat760mmHg
• Flash Point: 324.9°C
• Density: 1.107g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 11
• Exact Mass: 377.23145648
• Heavy Atom Count: 27
• Complexity: 488

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of n-[(Benzyloxy)carbonyl]leucylleucinamide

There total 7 articles about n-[(Benzyloxy)carbonyl]leucylleucinamide 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: 98.0%

N-benzyloxycarbonyl-L-leucine methyl ester (51021-87-5) + (2S)-amino-4-methylpentanamide hydrochloride (10466-61-2) → N-benzyloxycarbonylated amide of L-leucylleucine (71800-39-0)

Guidance literature:

With sodium carbonate decahydrate; L-Cysteine; papain; for 2h; Milling; Enzymatic reaction;

DOI:10.1039/c7gc00615b

Reference yield: 91.4%

Cbz-Leu-OCH2CONH2 + H-L-Leu-NH2 (687-51-4,13079-20-4,13366-40-0,15893-47-7) → Z-Leu-OH (2018-66-8) + N-benzyloxycarbonylated amide of L-leucylleucine (71800-39-0)

Guidance literature:

With phosphate buffer; α-chymotrypsin; In dimethyl sulfoxide; at -24 ℃; for 4h; pH=8.0;

DOI:10.1016/j.tetasy.2005.10.042

Reference yield: 90.0%

Cbz-L-Leu-L-Leu-OMe (3504-37-8) → N-benzyloxycarbonylated amide of L-leucylleucine (71800-39-0)

Guidance literature:

With ammonia; In methanol; for 48h; Ambient temperature;

upstream raw materials:

Cbz-L-Leu-L-Leu-OMe

2-Amino-4-methyl-pentanoic acid amide

H-L-Leu-NH₂

(2S)-amino-4-methylpentanamide hydrochloride

Downstream raw materials:

Boc-Met-Ala-Lys(Mtr)-Lys(Mtr)-Leu-Leu-NH₂

H-Ala-Met-Ala-Lys(Mtr)-Lys(Mtr)-Leu-Leu-NH₂

Z-Ala-Lys(Mtr)-Lys(Mtr)-Leu-Leu-NH₂

H-Met-Ala-Lys(Mtr)-Lys(Mtr)-Leu-Leu-NH₂

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