Z-D-Phe-onp

Base Information

• Chemical Name: Z-D-Phe-onp
• CAS No.: 2578-85-0
• Molecular Formula: C23H20 N2 O6
• Molecular Weight: 420.422
• Hs Code.: 2924299090
• ChEMBL ID: CHEMBL3278860
• DSSTox Substance ID: DTXSID401173923
• Nikkaji Number: J264.291C
• Mol file: 2578-85-0.mol

Synonyms:Z-D-PHE-ONP;2578-85-0;(4-nitrophenyl) (2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoate;SCHEMBL7327394;CHEMBL3278860;TVENQUPLPBPLGU-OAQYLSRUSA-N;DTXSID401173923;MFCD00069875;AKOS024386424;AS-46882;N-CBZ-D-Phenylalanine 4-nitrophenyl ester;F10809;N-carbobenzoxy-d-phenylalanine p-nitrophenyl ester;N-[(Phenylmethoxy)carbonyl]-D-phenylalanine 4-nitrophenyl ester;Nalpha -benzyloxycarbonyl-D-phenylalanine p-nitrophenyl ester;(R)-4-nitrophenyl 2-(benzyloxycarbonylamino)-3-phenylpropanoate;D-Phenylalanine,N-[(phenylmethoxy)carbonyl]-,4-nitrophenyl ester;N-alpha-BenZyloxycarbonyl-D-phenylalanine p-nitrophenyl ester (CbZ-D-Phe-ONp)

Chemical Property of Z-D-Phe-onp

Chemical Property:

• Melting Point: 119-121 °C(Solv: ethyl acetate (141-78-6); ethyl ether (60-29-7))
• Boiling Point: 626.2±55.0 °C(Predicted)
• PKA: 10.62±0.46(Predicted)
• PSA: 110.45000
• Density: 1.303±0.06 g/cm3(Predicted)
• LogP: 4.95200
• Storage Temp.: -15°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 420.13213636
• Heavy Atom Count: 31
• Complexity: 587

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC(C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)OCC3=CC=CC=C3
• Isomeric SMILES: C1=CC=C(C=C1)C[C@H](C(=O)OC2=CC=C(C=C2)[N+](=O)[O-])NC(=O)OCC3=CC=CC=C3

Technology Process of Z-D-Phe-onp

There total 2 articles about Z-D-Phe-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: 45.0%

→ p-nitrophenyl N-(benzyloxycarbonyl)-D-phenylalaninate (2578-85-0)

Guidance literature:

Reference yield:

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Cbz-D-Phe (2448-45-5) → p-nitrophenyl N-(benzyloxycarbonyl)-D-phenylalaninate (2578-85-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate;

Reference yield: 91.0%

p-nitrophenyl N-(benzyloxycarbonyl)-D-phenylalaninate (2578-85-0) + L-arginine (74-79-3,157-06-2,7004-12-8,7200-25-1,25212-18-4) → 2-(2-Benzyloxycarbonylamino-3-phenyl-propionylamino)-5-guanidino-pentanoic acid; hydrate

Guidance literature:

In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1007/BF00575711

upstream raw materials:

4-nitro-phenol

Cbz-D-Phe

Downstream raw materials:

Z-D-Phe-Ile-Gly-OEt

benzyloxycarbonyl-D-phenylalanyl-L-prolyl-L-citrulline p-nitroanilide

4-nitro-phenol

Cbz-D-Phe

Refernces

• 1、 Goto, Koichi,Matsumoto, Yoko,Ueoka, Ryuichi. "Hybrid Liposomes Coupled to Steric Control with High Enantioselectivity". . p. 3342 - 3346. Retrieved 2007/10/02.
• 2、 Murakumi, Yukito,Nakano, Akio,Yoshimatsu, Akira,Fukuya, Kiyoshi. "Functionalized Vesicular Assembly. Enantioselective Catalysis of Ester Hydrolysis". . p. 728 - 730. Retrieved 2007/10/02.