BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine

Base Information

• Chemical Name: BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine
• CAS No.: 1204677-51-9
• Molecular Formula: C₂₂H₂₅ClFNO₃
• Molecular Weight: 405.897
• Mol file: 1204677-51-9.mol

Synonyms:BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine

Chemical Property of BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine

There total 3 articles about BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine 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:

(S)-3-((R)-hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester (1204677-42-8) + 4-chloro-2-fluoro-1-iodobenzene (6797-79-1) → BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine (1204677-51-9)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In toluene; at 105 ℃; for 48h;

Reference yield:

tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate (199174-24-8) → BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine (1204677-51-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite; sodium hydrogencarbonate / dichloromethane; water / 0.17 h / 0 °C

2: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 48 h / 105 °C

With sodium hypochlorite; copper(l) iodide; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; caesium carbonate; potassium bromide; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1016/j.bmcl.2012.12.061

Reference yield:

(S)-3-formylpyrrolidine-1-carboxylic acid t-butyl ester (191348-04-6) → BOC-(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine (1204677-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -78 - 20 °C / Inert atmosphere

2: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 48 h / 105 °C

With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmcl.2012.12.061

upstream raw materials:

(S)-3-((R)-hydroxyphenylmethyl)pyrrolidine-1-carboxylic acid t-butyl ester

4-chloro-2-fluoro-1-iodobenzene

tert-butyl (3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate

(S)-3-formylpyrrolidine-1-carboxylic acid t-butyl ester

Downstream raw materials:

(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine trifluoroacetate

(S)-3-[(R)-(4-chloro-2-fluorophenoxy)phenylmethyl]pyrrolidine