Z-D-Phe-Pro-OH

Base Information

• Chemical Name: Z-D-Phe-Pro-OH
• CAS No.: 17460-56-9
• Molecular Formula: C22H24N2O5
• Molecular Weight: 396.443
• European Community (EC) Number: 605-730-9
• DSSTox Substance ID: DTXSID601216721
• Nikkaji Number: J1.924.289G
• Mol file: 17460-56-9.mol

Synonyms:Z-D-Phe-Pro-OH;17460-56-9;(2S)-1-[(2R)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]pyrrolidine-2-carboxylic acid;(S)-1-((R)-2-(((Benzyloxy)carbonyl)amino)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid;SLQMUASKUOLVIO-MOPGFXCFSA-N;Cbz-D-Phe-L-Pro;L-Proline,N-[(phenylmethoxy)carbonyl]-D-phenylalanyl-;SCHEMBL6979828;BDBM36240;DTXSID601216721;benzyloxycarbonyl-D-phenylalanyl-L-proline;N-[(Phenylmethoxy)carbonyl]-D-phenylalanyl-L-proline;(S)-1-((R)-2-(benzyloxycarbonylamino)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid

Chemical Property of Z-D-Phe-Pro-OH

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 132-133 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.604
• Boiling Point: 669.586 °C at 760 mmHg
• PKA: 3.51±0.20(Predicted)
• Flash Point: 358.753 °C
• PSA: 95.94000
• Density: 1.292 g/cm³
• LogP: 2.92850
• Storage Temp.: -15°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 396.16852187
• Heavy Atom Count: 29
• Complexity: 570

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@@H](CC2=CC=CC=C2)NC(=O)OCC3=CC=CC=C3)C(=O)O

Technology Process of Z-D-Phe-Pro-OH

There total 31 articles about Z-D-Phe-Pro-OH 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%

L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-phenylpropanoyl)tetrahydro-1H-pyrrole-2-carboxylic acid (7669-64-9,17460-56-9,17460-57-0)

Guidance literature:

With triethylamine; In water; acetonitrile; at 50 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1002/chem.201103143

Reference yield: 79.12%

N-benzyloxycarbonyl-L-phenylalanine p-nitrophenyl ester (2578-84-9) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-phenylpropanoyl)tetrahydro-1H-pyrrole-2-carboxylic acid (7669-64-9,17460-56-9,17460-57-0)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield: 79.0%

(S)-benzyloxycarbonylphenylalanine pentafluorophenyl ester (17543-49-6) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → (2S)-1-((2S)-2-[[(benzyloxy)carbonyl]amino]-3-phenylpropanoyl)tetrahydro-1H-pyrrole-2-carboxylic acid (7669-64-9,17460-56-9,17460-57-0)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; for 0.00833333h; microwave irradiation;

upstream raw materials:

methyl ((benzyloxy)carbonyl)-L-phenylalanyl-L-prolinate

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester

L-proline

N-Cbz-L-Phe

Downstream raw materials:

(S)-1-(2-{[(S)-1-((S)-2-Benzyloxycarbonylamino-3-phenyl-propionyl)-pyrrolidine-2-carbonyl]-amino}-acetyl)-pyrrolidine-2-carboxylic acid tert-butyl ester

Z-Phe-Pro-Gly-EtDa<*>Gly<*>Gly-Boc

C₂₇H₃₂N₂O₇

N-Cbz-L-Phe

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