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

Base Information

• Chemical Name: (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine
• CAS No.: 1185503-15-4
• Molecular Formula: C₂₇H₂₄F₇NO₂
• Molecular Weight: 527.482
• Mol file: 1185503-15-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine 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:

(2S,3R)-4-benzyl-3-(4-fluorophenyl)morpholin-2-ol (1185503-10-9) + (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol (368-63-8,68120-60-5,127852-28-2) → (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine (1185503-15-4)

Guidance literature:

(2S,3R)-4-benzyl-3-(4-fluorophenyl)morpholin-2-ol; (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol; With boron trifluoride diethyl etherate; In toluene; at -10 ℃; for 1h;

With sodium hydrogencarbonate; In water; toluene;

Reference yield:

(+/-)-trans-N-benzyl-3-(4-fluorophenyl)-1,4-oxazin-2-ol → (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine (1185503-40-5) + (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine + (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine (1185503-15-4) + trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine

Guidance literature:

With sodium hydroxide; 1-[3,5-bis(trifluoromethyl)phenyl]ethyl bromide; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

Reference yield:

4-benzyl-3-(4-fluorophenyl)morpholin-2-ol (1185503-03-0) → (+/-)-trans-4-benzyl-2-[2-(3,5-bis-trifluoromethylphenyl)ethoxy]-3-(4-fluorophenyl)morphine (1185503-15-4)

Guidance literature:

Multi-step reaction with 3 steps

1: water; isopropyl alcohol / 55 - 58 °C

2: sodium hydrogencarbonate / water; toluene / 0.17 h / 20 °C

3: boron trifluoride diethyl etherate / toluene / 1 h / -10 °C

With boron trifluoride diethyl etherate; sodium hydrogencarbonate; In water; isopropyl alcohol; toluene;

upstream raw materials:

(2S,3R)-4-benzyl-3-(4-fluorophenyl)morpholin-2-ol

(R)-[3,5-bis(trifluoromethyl)phenyl]ethanol

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

4-fluoroboronic acid

Downstream raw materials:

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

aprepitant

[2R-[2α(R*),3α]]-2-[1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine

(2R)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-5,6-dihydro-2H-1,4-oxazine