2-NitrodeaMino FingoliMod

Base Information

• Chemical Name: 2-NitrodeaMino FingoliMod
• CAS No.: 374077-88-0
• Molecular Formula: C19H31NO4
• Molecular Weight: 337.459
• Mol file: 374077-88-0.mol

Synonyms:2-NitrodeaMino FingoliMod

Chemical Property of 2-NitrodeaMino FingoliMod

Chemical Property:

• Boiling Point: 520.1±50.0 °C(Predicted)
• PKA: 12.80±0.10(Predicted)
• PSA: 86.28000
• Density: 1.083±0.06 g/cm3(Predicted)
• LogP: 4.04550
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

2-NITRO-2-(4-OCTYLPHENETHYL)PROPANE-1,3-DIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: An impurity of Fingolimod (F805000, HCl salt), a novel immune modulator that prolongs allograft transplant survival in numberour models by inhibiting lymphocyte emigration from lymphoid organs.

Technology Process of 2-NitrodeaMino FingoliMod

There total 27 articles about 2-NitrodeaMino FingoliMod 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: 94.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(3-nitropropyl)-4-octylbenzene (374077-87-9) → 2-nitro-2-[2-(4-octyl-phenyl)ethyl]propane-1,3-diol (374077-88-0)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; ethanol; water; at 20 ℃; for 16h;

Reference yield:

4-octylbenzaldehyde (49763-66-8) → 2-nitro-2-[2-(4-octyl-phenyl)ethyl]propane-1,3-diol (374077-88-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / diethyl ether / 0 °C

2: m-CPBA / CH₂Cl₂ / 20 °C

3: 76 percent / MgSO₄; NaNO₂ / methanol / 4 h / Heating

4: 61 percent / Me₃SiCl; NaI / acetonitrile / 20 °C

5: 76 percent / H₂ / 10 percent Pd/C / ethanol / 1 h / 20 °C / 30002.4 Torr

6: 51 percent / Amberlyst A-21 / CH₂Cl₂ / 7 h

With chloro-trimethyl-silane; Amberlyst A-21; hydrogen; magnesium sulfate; 3-chloro-benzenecarboperoxoic acid; sodium iodide; sodium nitrite; 10% palladium on active carbon; In methanol; diethyl ether; ethanol; dichloromethane; acetonitrile;

DOI:10.1055/s-2001-16776

Reference yield:

3-chloro-1-(4-octylphenyl)propan-1-one (928165-59-7) → 2-nitro-2-[2-(4-octyl-phenyl)ethyl]propane-1,3-diol (374077-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium nitrite / N,N-dimethyl-formamide / 1.5 h / 25 - 30 °C

2: triethylsilane; titanium tetrachloride / dichloromethane / 1.5 h / 0 - 30 °C

3: triethylamine / methanol / 2 h / 68 °C

With triethylsilane; titanium tetrachloride; triethylamine; sodium nitrite; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

formaldehyd

1-(3-nitropropyl)-4-octylbenzene

4-chlorobenzaldehyde

1-octylzinc(II) iodide

Downstream raw materials:

fingolimod

C₁₉H₂₉NO₆S

C₁₉H₃₀FNO₆S

2-(fluoromethyl)-2-nitro-4-(4-octylphenyl)butan-1-ol