Z-D-Leu-ONp

Base Information

• Chemical Name: Z-D-Leu-ONp
• CAS No.: 52235-17-3
• Molecular Formula: C20H22N2O6
• Molecular Weight: 386.404
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20426400
• Nikkaji Number: J1.429.911D
• Wikidata: Q82239326
• ChEMBL ID: CHEMBL3278857
• Mol file: 52235-17-3.mol

Synonyms:Z-D-Leu-ONp;52235-17-3;(4-nitrophenyl) (2R)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoate;Z-D-leucine 4-nitrophenyl ester;CHEMBL3278857;DTXSID20426400;MFCD00153338;AKOS016001526;FD21921;AS-49241;CS-0360476;4-Nitrophenyl ((benzyloxy)carbonyl)-D-leucinate;4-Nitrophenyl N-[(benzyloxy)carbonyl]-D-leucinate;N-(Benzyloxycarbonyl)-D-leucine 4-nitrophenyl ester;(R)-4-nitrophenyl 2-(benzyloxycarbonylamino)-4-methylpentanoate;N-alpha-BenZyloxycarbonyl-D-leucine p-nitrophenyl ester (CbZ-D-Leu-ONp)

Chemical Property of Z-D-Leu-ONp

Chemical Property:

• Boiling Point: 561.3±45.0 °C(Predicted)
• PKA: 10.66±0.46(Predicted)
• PSA: 110.45000
• Density: 1.239±0.06 g/cm3(Predicted)
• LogP: 4.75540
• Storage Temp.: -15°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 386.14778643
• Heavy Atom Count: 28
• Complexity: 519

Purity/Quality:

98% ^*data from raw suppliers

Z-D-leucine 4-nitrophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC(C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CC(C)C[C@H](C(=O)OC1=CC=C(C=C1)[N+](=O)[O-])NC(=O)OCC2=CC=CC=C2

Technology Process of Z-D-Leu-ONp

There total 1 articles about Z-D-Leu-ONp 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:

→ 2(R)-(carbobenzoxy)amino-4-methylpentanoic acid p-nitrophenyl ester (52235-17-3)

Guidance literature:

dargest. nach Bodanszky, Du Vigneaud (1959);

DOI:10.1021/bi00738a003

Reference yield: 95.0%

2(R)-(carbobenzoxy)amino-4-methylpentanoic acid p-nitrophenyl ester (52235-17-3) + Nα-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-30-5) → Nin-L-benzyloxycarbonylleucyl-Na-2,2,2-trichloroethoxycarbonyl-D-tryptophan methyl ester (316828-32-7)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 60h; sonification;

DOI:10.1021/ol017215d

Reference yield: 89.0%

2(R)-(carbobenzoxy)amino-4-methylpentanoic acid p-nitrophenyl ester (52235-17-3) + 5-tert-butoxycarbonylamino-1-aminopentane (51644-96-3) → N-[5-(tert-butoxycarbonyl)aminopentyl]-2(R)-(carbobenzoxy)amino-4-methylpentanamide (294625-17-5)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/jm990356p

Downstream raw materials:

(R)-2-Benzyloxycarbonylamino-4-methyl-pentanoic acid (2R,3S,4R,5R,6S)-5-acetylamino-6-benzyloxy-4-{1-[1-((R)-3-benzyloxycarbonyl-1-carbamoyl-propylcarbamoyl)-1-methyl-ethylcarbamoyl]-ethoxy}-3-hydroxy-tetrahydro-pyran-2-ylmethyl ester

4-nitro-phenol

Z-D-Leu-OH

N-[4-(tert-butoxycarbonyl)aminobutyl]-2(R)-(carbobenzoxy)amino-4-methylpentanamide