Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester

Base Information

• Chemical Name: Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester
• CAS No.: 252049-17-5
• Molecular Formula: C₃₄H₂₉NO₆
• Molecular Weight: 547.607
• DSSTox Substance ID: DTXSID70438775
• Wikidata: Q82254597
• Mol file: 252049-17-5.mol

Synonyms:Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester;(4S)-5-(9H-fluoren-9-ylmethoxy)-4-[9H-fluoren-9-yl(methoxycarbonyl)amino]-5-oxopentanoic acid;DTXSID70438775;AKOS030242153

Chemical Property of Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester

Chemical Property:

• Boiling Point: 795.3±60.0 °C(Predicted)
• PKA: 4.44±0.10(Predicted)
• PSA: 93.14000
• Density: 1.303±0.06 g/cm3(Predicted)
• LogP: 6.41390
• Storage Temp.: -15°C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 10
• Exact Mass: 547.19948764
• Heavy Atom Count: 41
• Complexity: 910

Purity/Quality:

99%+, ^*data from raw suppliers

Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)N(C1C2=CC=CC=C2C3=CC=CC=C13)C(CCC(=O)O)C(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46
• Isomeric SMILES: COC(=O)N(C1C2=CC=CC=C2C3=CC=CC=C13)[C@@H](CCC(=O)O)C(=O)OCC4C5=CC=CC=C5C6=CC=CC=C46

Technology Process of Fmoc-D-glutamic acid alpha-9-fluorenylmethyl ester

There total 2 articles about Fmoc-D-glutamic acid alpha-9-fluorenylmethyl 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:

Fmoc-Glu(OtBu)-OFm → (S)-5-((9H-fluoren-9-yl)methoxy)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-oxopentanoic acid (200616-18-8,252049-17-5)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 3h;

Reference yield:

9-Fluorenylmethanol (24324-17-2) + Fmoc-Glu(OtBu)-OH (71989-18-9) → (S)-5-((9H-fluoren-9-yl)methoxy)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-oxopentanoic acid (200616-18-8,252049-17-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 8.5 h / 0 - 20 °C

2: trifluoroacetic acid / water / 3 h / 20 °C

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; water;

upstream raw materials:

9-Fluorenylmethanol

Fmoc-Glu(OtBu)-OH

Refernces