Z-Leu-OSu

Base Information

• Chemical Name: Z-Leu-OSu
• CAS No.: 3397-35-1
• Molecular Formula: C18H22N2O6
• Molecular Weight: 362.382
• Hs Code.: 2925190090
• European Community (EC) Number: 222-256-4
• Nikkaji Number: J205.499J
• Wikidata: Q76416614
• Mol file: 3397-35-1.mol

Synonyms:Z-Leu-OSu;3397-35-1;Z-L-Leucine N-hydroxysuccinimide ester;EINECS 222-256-4;N-Cbz-L-leucine N-Succinimidyl Ester;MFCD00042759;(S)-2,5-Dioxopyrrolidin-1-yl 2-(((benzyloxy)carbonyl)amino)-4-methylpentanoate;SCHEMBL1802007;YHZUOMRURVTBMO-AWEZNQCLSA-N;AKOS015924107;AKOS016003019;AM81891;CS-W014477;FD21890;HY-W013761;DS-16199;EN300-302946;A822027;J-019403;N-alpha-Benzyloxycarbonyl-L-leucine succinimidyl ester;2,5-dioxopyrrolidin-1-yl ((benzyloxy)carbonyl)-L-leucinate;(S)-2,5-dioxopyrrolidin-1-yl 2-(benzyloxycarbonylamino)-4-methylpentanoate;[(S)-1-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-3-methylbutyl]carbamic acid benzyl ester;2,5-dioxopyrrolidin-1-yl (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoate

Chemical Property of Z-Leu-OSu

Chemical Property:

• Melting Point: 118-120 °C
• Refractive Index: 1.561
• PKA: 10.60±0.46(Predicted)
• PSA: 102.01000
• Density: 1.28 g/cm³
• LogP: 2.26350
• Storage Temp.: −20°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 362.14778643
• Heavy Atom Count: 26
• Complexity: 526

Purity/Quality:

98% ^*data from raw suppliers

Z-L-leucine-N-hydroxysuccinimide ester ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCC2=CC=CC=C2

Technology Process of Z-Leu-OSu

There total 2 articles about Z-Leu-OSu 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: 85.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + Z-Leu-OH (2018-66-8) → Z-L-leucine hydroxysuccinimide ester (3397-35-1)

Guidance literature:

With dmap; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1039/c39850000473

Reference yield:

→ Z-L-leucine hydroxysuccinimide ester (3397-35-1)

Guidance literature:

DOI:10.1021/ja01063a037

Reference yield: 94.0%

Z-L-leucine hydroxysuccinimide ester (3397-35-1) → L-N-(benzyloxycarbonyl)leucine-(2R)-[1-formyl-2-(4-chlorobenzyl)thio]ethylamide + L-N-(benzyloxycarbonyl)leucine-(2R)-[1-hydroxymethyl-2-(4-chlorobenzylthio)]ethylamide

Guidance literature:

With sodium chloride; sodium hydrogencarbonate; triethylamine; In chloroform;

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

Z-Leu-OH

Downstream raw materials:

Cbz-Leu-Ser-OMe

N-benzyloxycarbonyl-L-leucyl-L-leucine

N-(N-benzyloxycarbonyl-L-leucyl)-L-isoleucine

[(N-benzyloxycarbonyl-L-leucyl)amino]-methyl-phosphonic acid

Refernces

• 1、 Jadhav, Sandip V.,Misra, Rajkumar,Singh, Sumeet K.,Gopi, Hosahudya N.. "Efficient access to enantiopure γ4-amino acids with proteinogenic side-chains and structural investigation of γ4- asn and γ4-ser in hybrid peptide helices". supporting information. p. 16256 - 16262. Retrieved 2013/12/04.
• 2、 Altava, Belen,Burguete, M. Isabel,Carbo, Nolia,Escorihuela, Jorge,Luis, Santiago V.. "Chiral bis(amino amides) as chiral solvating agents for enantiomeric excess determination of α-hydroxy and arylpropionic acids". scheme or table. p. 982 - 989. Retrieved 2010/08/22.