Boc-Gln(Trt)-OH

Base Information

• Chemical Name: Boc-Gln(Trt)-OH
• CAS No.: 132388-69-3
• Molecular Formula: C29H32N2O5
• Molecular Weight: 488.583
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID40568891
• Nikkaji Number: J2.122.580K
• Wikidata: Q72450955
• Mol file: 132388-69-3.mol

Synonyms:Boc-Gln(Trt)-OH;132388-69-3;N-Boc-N'-trityl-L-glutamine;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxo-5-(tritylamino)pentanoic acid;N2-(tert-butoxycarbonyl)-N5-trityl-L-glutamine;MFCD00153305;C29H32N2O5;Nalpha-Boc-Ndelta-trityl-L-glutamine;DTXSID40568891;AKOS015924206;CS-W011513;FD21537;AS-12975;Boc-Gln(Trt)-OH, >=98.0% (TLC);M03279;J-300125;N~2~-(tert-Butoxycarbonyl)-N-(triphenylmethyl)-L-glutamine;(S)-2-(tert-butoxycarbonylamino)-5-oxo-5-(tritylamino)pentanoic acid;(S)-2-((TERT-BUTOXYCARBONYL)AMINO)-5-OXO-5-(TRITYLAMINO)PENTANOIC ACID

Chemical Property of Boc-Gln(Trt)-OH

Chemical Property:

• Vapor Pressure: 2.2E-20mmHg at 25°C
• Refractive Index: 1.587
• Boiling Point: 728.9 °C at 760 mmHg
• Flash Point: 394.6 °C
• PSA: 104.73000
• Density: 1.188 g/cm³
• LogP: 5.63460
• Storage Temp.: Store at RT.
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 11
• Exact Mass: 488.23112213
• Heavy Atom Count: 36
• Complexity: 683

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-N'- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Boc-Gln(Trt)-OH

There total 6 articles about Boc-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:

triphenylmethyl alcohol (76-84-6) → Boc-L-Gln(Trt)-OH (132388-69-3,210750-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / Ac₂O, conc.H₂SO₄ / acetic acid / 60 °C

With sulfuric acid; acetic anhydride; In acetic acid;

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

Reference yield:

(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid (132388-60-4,200625-96-3) → Boc-L-Gln(Trt)-OH (132388-69-3,210750-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / H₂, 1N HCl / 10percent Pd-C / methanol; H₂O / 1 h

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol; water;

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

Reference yield:

L-glutamine (56-85-9,26700-71-0) → Boc-L-Gln(Trt)-OH (132388-69-3,210750-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 35 percent / Ac₂O, conc.H₂SO₄ / acetic acid / 60 °C

With sulfuric acid; acetic anhydride; In acetic acid;

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

upstream raw materials:

di-tert-butyl dicarbonate

5-trityl-L-glutamine

triphenylmethyl alcohol

L-glutamine

Downstream raw materials:

(E)-(S)-4-tert-Butoxycarbonylamino-6-(trityl-carbamoyl)-hex-2-enoic acid methyl ester

(E)-(S)-4-[(S)-2-((S)-2-Benzyloxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hex-2-enoic acid methyl ester

[(S)-3-Methyl-1-((S)-1-{(E)-(S)-4-oxo-4-[6-(pyrrolidine-1-sulfonyl)-2,3-dihydro-indol-1-yl]-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-butyl]-carbamic acid benzyl ester

[(S)-1-((S)-1-{(E)-(S)-4-(6-Methanesulfonyl-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enylcarbamoyl}-2-phenyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Refernces

• 1、 Sieber,Riniker. "Protection of carboxamide functions by the trityl residue. Application to peptide synthesis". . p. 739 - 742. Retrieved 2007/10/02.