Z-Trp-OBzl

Base Information

• Chemical Name: Z-Trp-OBzl
• CAS No.: 69876-37-5
• Molecular Formula: C26H24N2O4
• Molecular Weight: 428.488
• European Community (EC) Number: 615-019-5
• DSSTox Substance ID: DTXSID601189904
• Nikkaji Number: J995.993I
• Mol file: 69876-37-5.mol

Synonyms:Z-Trp-OBzl;69876-37-5;Nalpha-Cbz-L-tryptophan Benzyl Ester;Benzyl ((benzyloxy)carbonyl)-L-tryptophanate;benzyl (2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoate;(S)-benzyl 2-(benzyloxycarbonylamino)-3-(1H-indol-3-yl)propanoate;MFCD00191163;CBZ-Trp-Obzl;SCHEMBL3265534;UHYCVEDLXBEKPC-DEOSSOPVSA-N;DTXSID601189904;AKOS025146977;N--Z-L-TRYPTOPHAN BENZYL ESTER;AS-17572;CS-0143041;M03037;A923506;N-[(Phenylmethoxy)carbonyl]-L-tryptophan phenylmethyl ester;benzyl (2S)-2-{[(benzyloxy)carbonyl]amino}-3-(1H-indol-3-yl)propanoate

Chemical Property of Z-Trp-OBzl

Chemical Property:

• Vapor Pressure: 4.04E-17mmHg at 25°C
• Melting Point: 105-108℃
• Refractive Index: 1.645
• Boiling Point: 656.7 °C at 760 mmHg
• PKA: 10.93±0.46(Predicted)
• Flash Point: 350.9 °C
• PSA: 80.42000
• Density: 1.266 g/cm³
• LogP: 5.13970
• Storage Temp.: Store at 0-5°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 428.17360725
• Heavy Atom Count: 32
• Complexity: 601

Purity/Quality:

97% ^*data from raw suppliers

Z-Trp-OBzl 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)C(CC2=CNC3=CC=CC=C32)NC(=O)OCC4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)[C@H](CC2=CNC3=CC=CC=C32)NC(=O)OCC4=CC=CC=C4

Technology Process of Z-Trp-OBzl

There total 7 articles about Z-Trp-OBzl 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: 98.0%

benzyl alcohol (100-51-6,185532-71-2) + N-carbobenzyloxy-L-tryptophane (7432-21-5) → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate (69876-37-5)

Guidance literature:

With dicyclohexyl-carbodiimide; dmap; In dichloromethane; at 0 - 20 ℃;

Reference yield: 98.0%

benzyl alcohol (100-51-6,185532-71-2) + N-carbobenzyloxy-L-tryptophane (7432-21-5) → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate (69876-37-5)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol9029758

Reference yield: 44.0%

indole (120-72-9) + benzyl (2S)-1-benzyloxycarbonyl-aziridine-2-carboxylate (83824-80-0) → (S)-benzyl 2-(((benzyloxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoate (69876-37-5)

Guidance literature:

With zinc trifluoromethanesulfonate; In chloroform; at 78 ℃; for 18h;

DOI:10.1016/S0040-4039(00)99325-0

upstream raw materials:

indole

benzyl (2S)-1-benzyloxycarbonyl-aziridine-2-carboxylate

L-tryptophane benzyl ester

benzyl chloroformate

Downstream raw materials:

benzyl (S)-1-(benzyloxycarbonyl)-2-(1-phenyl-1H-indol-3-yl)ethylcarbamate

benzyl (S)-1-(benzyloxycarbonyl)-2-(1-(naphthalen-yl)-1H-indol-3-yl)ethylcarbamate

benzyl (S)-1-(benzyloxycarbonyl)-2-(1-(4'-phenylphenyl)-1H-indol-3-yl)ethylcarbamate

C₃₇H₄₂N₄O₈