(2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine

Base Information

• Chemical Name: (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine
• CAS No.: 154777-23-8
• Molecular Formula: C₂₄H₂₅NO
• Molecular Weight: 343.469
• Mol file: 154777-23-8.mol

Synonyms:(2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine

Chemical Property of (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine

There total 4 articles about (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine 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: 82.0%

phenylmagnesium bromide + (2R,5S,8R)-2,8-diphenyl-1-aza-4-oxabicyclo<3.3.0>octane (154777-15-8) → (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine (154777-23-8)

Guidance literature:

In tetrahydrofuran; for 2.5h; Mechanism; Ambient temperature;

DOI:10.1016/S0040-4020(01)80819-X

Reference yield: 52.0%

(2R,4R)-2,4-diphenyl-3-[(R)-1-phenylallyl]oxazolidine (870138-32-2) → (R)-2-phenyl-2-[(2R,5R)-2,5-diphenylpyrrolidin-1-yl]ethanol + (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine (154777-23-8)

Guidance literature:

(2R,4R)-2,4-diphenyl-3-[(R)-1-phenylallyl]oxazolidine; With Schwartz's reagent; In dichloromethane; at 20 ℃;

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1021/ol0517776

Reference yield:

(R)-N-benzylidene-2-hydroxy-1-phenylethylamine (74879-43-9,92850-36-7,142292-44-2,139437-46-0) → (2R,5R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,5-bisphenylpyrrolidine (154777-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / diethyl ether; tetrahydrofuran / 6 h / 20 °C

2.1: toluene / 24 h / Heating

3.1: Cp₂Zr(H)Cl / CH₂Cl₂ / 20 °C

3.2: 52 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / 0 °C

With Schwartz's reagent; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

DOI:10.1021/ol0517776

upstream raw materials:

(2R,5S,8R)-2,8-diphenyl-1-aza-4-oxabicyclo<3.3.0>octane

(2R,4R)-2,4-diphenyl-3-[(R)-1-phenylallyl]oxazolidine

(R)-N-benzylidene-2-hydroxy-1-phenylethylamine

(R)-2-phenyl-2-[(R)-1-phenylallylamino]ethanol

Downstream raw materials:

(R,R)-2,5-diphenylpyrrolidine