(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid

Base Information

• Chemical Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid
• CAS No.: 401915-55-7
• Molecular Formula: C40H36N2O5
• Molecular Weight: 624.72400
• Hs Code.: 29242990
• DSSTox Substance ID: DTXSID50375811
• Mol file: 401915-55-7.mol

Synonyms:401915-55-7;Fmoc-beta-Homogln(Trt)-OH;(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid;Fmoc-|A-HoGln(Trt)-OH;(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-6-oxo-6-(tritylamino)hexanoic acid;Fmoc-Ndelta-methyltrityl-L-glutamine;Fmoc-beta-homo-Gln(TRT)-OH;Fmoc-Nd-trityl-L-beta-homoglutamine;MFCD03427580;Fmoc-b-Homo-Gln(Trt)-OH;SCHEMBL178893;Fmoc-Gln(Trt)-(C#CH2)OH;DTXSID50375811;(3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-[(triphenylmethyl)carbamoyl]pentanoic acid;AKOS015903178;CS-W011425;Fmoc-Ngamma-trityl-L-beta-homoglutamine;AS-67331;F12311;L-3-(Fmoc-amino)-N-trityladipic acid 6-amide;Fmoc--HoGln(Trt)-OH Fmoc-L--Homoglutamine(Trt);Fmoc-beta-Homogln(Trt)-OH, >=95.0% (HPLC);(S)-3-(Fmoc-amino)-N-trityl-adipic acid 6-amide

Chemical Property of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid

Chemical Property:

• Melting Point: 113-117℃
• Boiling Point: 878.6±65.0 °C(Predicted)
• PKA: 4.32±0.10(Predicted)
• PSA: 104.73000
• Density: 1.243±0.06 g/cm3(Predicted)
• LogP: 8.03870
• Storage Temp.: 2-8°C
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 624.26242225
• Heavy Atom Count: 47
• Complexity: 962

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-β-Homogln(Trt)-OH ≥95.0% (HPLC) ^*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)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CCC(CC(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC[C@@H](CC(=O)O)NC(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

Technology Process of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid

There total 2 articles about (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-oxo-6-(tritylamino)hexanoic acid 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: 42.0%

{3-diazo-2-oxo-1-[2-(trityl-carbamoyl)-ethyl]-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester → Fmoc-β3HGln(Trt)-OH (401915-55-7)

Guidance literature:

With silver benzoate; In 1,4-dioxane; water; at 20 ℃; sonication;

DOI:10.1021/ol034977v

Reference yield:

Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) → Fmoc-β3HGln(Trt)-OH (401915-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: i-BuOCOCl; NMM / tetrahydrofuran / 0.33 h / -16 °C

1.2: 50.3 percent / tetrahydrofuran; CH₂Cl₂ / 1.5 h

2.1: 42 percent / AgOBz / dioxane; H₂O / 20 °C / sonication

With 4-methyl-morpholine; silver benzoate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/ol034977v

Reference yield:

N-Fmoc-β-alanine (35737-10-1) + Fmoc-(S)-β3-HLys(Boc)-OH (203854-47-1) + (S)-3-(<<(9H-fluoren-9-yl)methoxy>carbonyl>amino)-4-<4-(tert-butoxy)phenyl>butanoic acid (219967-69-8) + Fmoc-β3HGln(Trt)-OH (401915-55-7) → β3HTyr-β3HGly-β3HLys-β3HLys-β3HLys-β3HLys-β3HLys-β3HGln-β3HLys-β3HLys-β3HLys

Guidance literature:

Multistep reaction;

DOI:10.1021/ol034977v

upstream raw materials:

Fmoc-L-Gln(Trt)-OH