N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe

Base Information

• Chemical Name: N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe
• CAS No.: 247127-51-1
• Molecular Formula: C28H30N2O6
• Molecular Weight: 490.556
• Mol file: 247127-51-1.mol

Synonyms:(2S)-3-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid;I04-1263;AmbotzFAA1462;

Chemical Property of N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe

Chemical Property:

• Boiling Point: 719.2±60.0 °C(Predicted)
• PKA: 3.47±0.10(Predicted)
• PSA: 121.80000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 4.58190
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-dap(dde)-oh ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe

There total 2 articles about N-α –Fmoc-N-β-1-(4,4-dimethyl-2,6-dioxocyclohe 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: 69.0%

2-acetyldimedone (1755-15-3) + 3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (181954-34-7) → α-N-Fmoc-β-dde-diaminopropionic acid (247127-51-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1002/anie.202004656

Reference yield:

dimedone (126-81-8) → α-N-Fmoc-β-dde-diaminopropionic acid (247127-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂

2: dimethylformamide / 24 h / 20 °C

With pyridine; In dichloromethane; N,N-dimethyl-formamide; 1: Acetylation / 2: Condensation;

DOI:10.1016/S0960-894X(00)00319-X

Reference yield:

propargyl chloroformate (35718-08-2) + 2-Hydroxy-4-[2-(pyrimidine-2ylamino)ethoxy]benzoic acid (247127-63-5) + α-N-Fmoc-β-dde-diaminopropionic acid (247127-51-1) → (2S)-3-({2-hydroxy-4-[2-(pyrimidin-2-ylamino)ethoxy]benzoyl}amino)-2-{[(prop-2-ynyloxy)carbonyl]amino}propanoic acid

Guidance literature:

Multistep reaction;

DOI:10.1016/S0960-894X(00)00319-X

upstream raw materials:

2-acetyldimedone

3-amino-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

dimedone

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