(S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

Base Information

• Chemical Name: (S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate
• CAS No.: 16624-64-9
• Molecular Formula: C25H21 N3 O6
• Molecular Weight: 459.458
• Hs Code.: 2933990090
• European Community (EC) Number: 240-674-5
• Nikkaji Number: J82.527A
• Mol file: 16624-64-9.mol

Synonyms:Z-Trp-ONp;16624-64-9;(S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate;(4-nitrophenyl) (2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoate;L-Tryptophan, N-[(phenylmethoxy)carbonyl]-, 4-nitrophenyl ester;MFCD00066469;AKOS016003497;CS-0447791;NS00052733;4-nitrophenyl n-[(benzyloxy)carbonyl]tryptophanate;N-benzyloxycarbonyl-tryptophan p-nitrophenyl ester;4-Nitrophenyl ((benzyloxy)carbonyl)-L-tryptophanate;J-010265;N-alpha-BenZyloxycarbonyl-L-tryptophane p-nitrophenyl ester (CbZ-L-Trp-ONp);(S)-4-Nitrophenyl2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

Chemical Property of (S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

Chemical Property:

• Vapor Pressure: 1.82E-20mmHg at 25°C
• Melting Point: 102-104 °C
• Boiling Point: 718°Cat760mmHg
• Flash Point: 388°C
• PSA: 126.24000
• Density: 1.371g/cm³
• LogP: 5.43330
• Storage Temp.: -15°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 459.14303540
• Heavy Atom Count: 34
• Complexity: 699

Purity/Quality:

99% ^*data from raw suppliers

N-(Benzyloxycarbonyl)-L-tryptophanp-NitrophenylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CC2=CNC3=CC=CC=C32)C(=O)OC4=CC=C(C=C4)[N+](=O)[O-]
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@@H](CC2=CNC3=CC=CC=C32)C(=O)OC4=CC=C(C=C4)[N+](=O)[O-]

Technology Process of (S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate

There total 1 articles about (S)-4-Nitrophenyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate 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%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + N-carbobenzyloxy-L-tryptophane (7432-21-5) → N-α-carbobenzoxy-L-tyrosine p-nitrophenyl ester (16624-64-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/j.ejmech.2008.01.032

Reference yield: 99.0%

L-glutamine (56-85-9,26700-71-0) + N-α-carbobenzoxy-L-tyrosine p-nitrophenyl ester (16624-64-9) → N-benzyloxycarbonyl-L-tryptophan-L-glutamine (1105050-57-4)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.ejmech.2008.01.032

Reference yield: 95.0%

N-α-carbobenzoxy-L-tyrosine p-nitrophenyl ester (16624-64-9) + glycine (56-40-6,18875-39-3,25718-94-9) → (benzyloxycarbonyl)-L-tryptophylglycine (17388-70-4)

Guidance literature:

With pyridine; sodium hydroxide; for 0.5h;

DOI:10.1021/jm00185a025

upstream raw materials:

4-nitro-phenol

N-carbobenzyloxy-L-tryptophane

Downstream raw materials:

N^α-benzyloxycarbonyltryptophylarginylalanine

N^α-benzyloxycarbonyltryptophylarginylserine

N^α-benzyloxycarbonyltryptophyl-N^G-nitroarginylserine methyl ester

benzyloxycarbonyl-L-tryptophyl-L-methionyl-α-tert-butyl-L-aspartyl-β-L-phenylalanine amide

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