N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester

Base Information

• Chemical Name: N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester
• CAS No.: 132388-62-6
• Molecular Formula: C₄₄H₃₃Cl₃N₂O₅
• Molecular Weight: 776.115
• DSSTox Substance ID: DTXSID501115069
• Mol file: 132388-62-6.mol

Synonyms:DTXSID501115069;132388-62-6;N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester

Chemical Property of N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester

Chemical Property:

• XLogP3: 10.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 13
• Exact Mass: 774.145505
• Heavy Atom Count: 54
• Complexity: 1180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC(C(=O)OC4=CC(=C(C=C4Cl)Cl)Cl)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C[C@@H](C(=O)OC4=CC(=C(C=C4Cl)Cl)Cl)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57

Technology Process of N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester

There total 4 articles about N2-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-(triphenylmethyl)-L-asparagine 2,4,5-trichlorophenyl ester 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) → Fmoc-Asn(trityl) 2,4,5-trichlorophenyl ester (132388-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / acetic anhydride, conc.H₂SO₄ / acetic acid / 1.25 h / 60 °C

3: DCC

With sulfuric acid; acetic anhydride; dicyclohexyl-carbodiimide; In acetic acid;

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

Reference yield:

N-benzyloxycarbonyl-N'-trityl-L-asparagine (132388-57-9) → Fmoc-Asn(trityl) 2,4,5-trichlorophenyl ester (132388-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C

3: DCC

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal;

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

Reference yield:

(S)-2-Amino-N-trityl-succinamic acid (132388-58-0,200192-49-0) → Fmoc-Asn(trityl) 2,4,5-trichlorophenyl ester (132388-62-6)

Guidance literature:

Multi-step reaction with 2 steps

2: DCC

With dicyclohexyl-carbodiimide;

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

upstream raw materials:

L-Asn(Trt)

2,4,5-trichlorophenol

triphenylmethyl alcohol

(S)-2-Amino-N-trityl-succinamic acid