(2S,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine

Base Information

• Chemical Name: (2S,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine
• CAS No.: 170902-80-4
• Molecular Formula: C20H18F7NO2
• Molecular Weight: 437.357
• Mol file: 170902-80-4.mol

Synonyms:2-(S)-(1-(R)-(3,5-bis(trifluoro-methyl)-phenyl)ethoxy)-3-(S)-(4-fluoro)-phenyl morpholine;2-(S)-(1-(R)-(3,5-Bis(trifluoromethyl)phenyl)ethoxy)-3-(S)-(4-fluoro)phenyl morpholine;(2S,3S)-2-{(1R)-1-[(3,5-bis-trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)morpholine;2-(S)-(1-(R)-(3,5-Bis(trifluoromethyl)-phenyl)ethoxy)-3-(S)-(4-fluoro)phenyl morpholine;

Chemical Property of (2S,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine

Chemical Property:

• Boiling Point: 387.9±42.0 °C(Predicted)
• PSA: 30.49000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 5.95690

Purity/Quality:

99% ^*data from raw suppliers

FosaprepitantMorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Fosaprepitant Morpholine is an impurity of Fosaprepitant (F727300). Fosaprepitant (F727300) is a selective neurokinin-1 (NK-1) receptor antagonist and is an antiemetic drug, a Aprepitant (A729800) prodrug.

Technology Process of (2S,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine

There total 7 articles about (2S,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholine 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: 99.0%

(+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine (1185503-40-5) → 2-[1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine (170902-80-4)

Guidance literature:

(+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine; With hydrogen; toluene-4-sulfonic acid; palladium 10% on activated carbon; In methanol; for 2.5h;

With sodium hydrogencarbonate; In dichloromethane; water;

Reference yield:

C19H18Cl3FN2O2 (1185503-37-0) → 2-[1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine (170902-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran; toluene / 1 h / -5 °C

2: hydrogen; toluene-4-sulfonic acid / palladium 10% on activated carbon / methanol / 2.5 h

With boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; toluene;

Reference yield:

4-fluoroboronic acid (1765-93-1) → 2-[1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine (170902-80-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: water; toluene / 25 - 35 °C

1.2: 1.25 h / 35 °C / pH 5.26

1.3: 0.08 h / 35 °C / pH 7.85

2.1: isopropyl alcohol / 40 - 50 °C

3.1: sodium hydrogencarbonate / water; toluene / 0.25 h / 20 °C / pH 7.1

4.1: potassium carbonate / toluene / 3.5 h / 35 °C

5.1: boron trifluoride diethyl etherate / tetrahydrofuran; toluene / 1 h / -5 °C

6.1: hydrogen; toluene-4-sulfonic acid / palladium 10% on activated carbon / methanol / 2.5 h

With boron trifluoride diethyl etherate; hydrogen; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; isopropyl alcohol; toluene;

upstream raw materials:

(+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine

4-benzyl-3-(4-fluorophenyl)morpholin-2-ol

C₁₉H₁₈Cl₃FN₂O₂

4-fluoroboronic acid

Downstream raw materials:

C₂₀H₁₆F₇NO₂

C₂₃H₂₁F₇N₄O₃

(2S,3R)-2-[(1R)-1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine

C₂₃H₂₁F₇N₄O₃