Tryptophylglycine

Base Information

• Chemical Name: Tryptophylglycine
• CAS No.: 7360-09-0
• Molecular Formula: C₁₃H₁₅N₃O₃
• Molecular Weight: 261.28
• Hs Code.: 2933990090
• NSC Number: 97945
• Nikkaji Number: J2.537.065A
• ChEMBL ID: CHEMBL1403957
• Mol file: 7360-09-0.mol

Synonyms:Trp-Gly;tryptophanylglycine;tryptophylglycine

Chemical Property of Tryptophylglycine

Chemical Property:

• Vapor Pressure: 2E-17mmHg at 25°C
• Melting Point: 176-178 °C
• Refractive Index: 1.671
• Boiling Point: 643.3 °C at 760 mmHg
• PKA: 3.13±0.10(Predicted)
• Flash Point: 342.8 °C
• PSA: 108.21000
• Density: 1.383 g/cm³
• LogP: 1.32970
• Storage Temp.: −20°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 261.11134135
• Heavy Atom Count: 19
• Complexity: 348

Purity/Quality:

98%min ^*data from raw suppliers

L-tryptophylglycine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC(C(=O)NCC(=O)O)N

Technology Process of Tryptophylglycine

There total 4 articles about Tryptophylglycine 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:

(benzyloxycarbonyl)-L-tryptophylglycine (17388-70-4) → L-tryptophyl-Glycine (7360-09-0)

Guidance literature:

With methanol; palladium; acetic acid; Hydrogenation;

DOI:10.1021/ja01539a052

Reference yield:

Cbz-L-Tryptophan-OSu (50305-28-7) → L-tryptophyl-Glycine (7360-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 N aq. NaOH / dimethylformamide / 12 h / 20 °C

2: H₂, 1N aq. NaOH / 5percent Pd/C / ethanol

With sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

Reference yield:

Z-Trp-Gly-OMe (2279-10-9,4910-50-3) → L-tryptophyl-Glycine (7360-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous methanol. NaOH

2: palladium; methanol; acetic acid / Hydrogenation

With methanol; sodium hydroxide; palladium; acetic acid;

DOI:10.1021/ja01539a052

upstream raw materials:

(benzyloxycarbonyl)-L-tryptophylglycine

Cbz-L-Tryptophan-OSu

Z-Trp-Gly-OMe

N-carbobenzyloxy-L-tryptophane

Downstream raw materials:

(3S)-(1H-indol-3-ylmethyl)-piperazine-2,5-dione

Z-Ser(Bu^t)-Trp-Gly-OH

N-L-tryptophyl-glycine benzyl ester; hydrochloride

Refernces

• 1、 Bespalova, Zhanna D.,Pekelis, Boris L.,Deigin, Vladislav I.,Yarova, Elena P.,Saks, Tatyana P.,et al.. "SYNTHESIS AND EVALUATION OF ANTIGENIC PROPERTIES OF PEPTIDES OF THE HIV-1 PROTEIN GP 41". . p. 2537 - 2554. Retrieved 2007/10/02.