H-Gln(Trt)-OH

Base Information

• Chemical Name: H-Gln(Trt)-OH
• CAS No.: 102747-84-2
• Molecular Formula: C24H24 N2 O3
• Molecular Weight: 388.466
• European Community (EC) Number: 600-344-7
• DSSTox Substance ID: DTXSID20428606
• Mol file: 102747-84-2.mol

Synonyms:H-Gln(Trt)-OH;102747-84-2;N'-Trityl-L-glutamine;(2S)-2-amino-5-oxo-5-(tritylamino)pentanoic acid;(S)-2-Amino-5-oxo-5-(tritylamino)pentanoic acid;(2S)-2-azaniumyl-5-oxo-5-(tritylamino)pentanoate;MFCD00237060;N5-Trityl-L-glutamine;H-Gln(Trt)-OH.H2O;N-|A-Trityl-L-glutamine;N-gamma-Trityl-L-glutamine;SCHEMBL7850584;DTXSID20428606;XIFFJPJZPDCOJH-NRFANRHFSA-N;L-Glutamine, N-(triphenylmethyl)-;AKOS015923027;AKOS015962852;AC-8651;AM81780;CS-W011734;FD21522;DS-13808;N-Trityl-L-glutamine (H-L-Gln(Trt)-OH);2-amino-5-oxo-5-(tritylamino)pentanoic acid;A800611;J-300131

Chemical Property of H-Gln(Trt)-OH

Chemical Property:

• Vapor Pressure: 3.28E-18mmHg at 25°C
• Boiling Point: 658oC at 760 mmHg
• PKA: 2.22±0.10(Predicted)
• Flash Point: 351.7oC
• PSA: 92.42000
• Density: 1.214g/cm3
• LogP: 4.37800
• Storage Temp.: Store at 0°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 388.17869263
• Heavy Atom Count: 29
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Nd-Trityl-L-glutamine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of H-Gln(Trt)-OH

There total 6 articles about H-Gln(Trt)-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: 93.0%

(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid (132388-60-4,200625-96-3) → 5-trityl-L-glutamine (102747-84-2,200625-76-9)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water; for 1h;

DOI:10.1016/S0040-4039(00)74872-6

Reference yield: 90.0%

Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) → 5-trityl-L-glutamine (102747-84-2,200625-76-9)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 50 ℃; for 9h;

DOI:10.1007/s00726-013-1625-7

Reference yield: 35.0%

triphenylmethyl alcohol (76-84-6) + L-glutamine (56-85-9,26700-71-0) → 5-trityl-L-glutamine (102747-84-2,200625-76-9)

Guidance literature:

With sulfuric acid; acetic anhydride; In acetic acid; at 60 ℃;

DOI:10.1016/S0040-4039(00)74872-6

upstream raw materials:

triphenylmethyl alcohol

L-glutamine

(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid

Cbz-L-Gln

Downstream raw materials:

Bsmoc-Gln(Trt)-OH

H-(Dmb)-Gln(Trt)-OH

(S)-2-((1-((4-fluorobenzyl)carbamoyl)cyclopentyl)amino)-N₁-(furan-2-ylmethyl)-N₅-tritylpentanediamide

(S)-2-azido-5-oxo-5-(tritylamino)pentanoic acid

Refernces

• 1、 Maron, Eva,Swisher, Jordan H.,Haven, Joris J.,Meyer, Tara Y.,Junkers, Tanja,B?rner, Hans G.. "Learning from Peptides to Access Functional Precision Polymer Sequences". supporting information. p. 10747 - 10751. Retrieved 2019/07/09.
• 2、 Chen, Chun-Chi,Rajagopal, Basker,Liu, Xuan Yu,Chen, Kuan Lin,Tyan, Yu-Chang,Lin, Fui,Lin, Po-Chiao. "A mild removal of Fmoc group using sodium azide". . p. 367 - 374. Retrieved 2014/03/21.