(R)-1-(4-BENZYLOXYPHENYL)-4-BENZYL-6-HYDROXYMETHYL-PIPERAZIN-2-ONE

Base Information

• Chemical Name: (R)-1-(4-BENZYLOXYPHENYL)-4-BENZYL-6-HYDROXYMETHYL-PIPERAZIN-2-ONE
• CAS No.: 777934-42-6
• Molecular Formula: C25H26 N2 O3
• Molecular Weight: 402.493
• Hs Code.: 2933599090
• Mol file: 777934-42-6.mol

Synonyms:Piperazinone,6-(hydroxymethyl)-1-[4-(phenylmethoxy)phenyl]-4-(phenylmethyl)-, (6R)- (9CI);(6R)-4-Benzyl-1-(4-benzyloxyphenyl)-6-hydroxymethylpiperazin-2-one

Chemical Property of (R)-1-(4-BENZYLOXYPHENYL)-4-BENZYL-6-HYDROXYMETHYL-PIPERAZIN-2-ONE

Chemical Property:

• PSA: 53.01000
• LogP: 3.47820

Purity/Quality:

(R)-4-Benzyl-1-(4-(benzyloxy)phenyl)-6-(hydroxymethyl)piperazin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-1-(4-BENZYLOXYPHENYL)-4-BENZYL-6-HYDROXYMETHYL-PIPERAZIN-2-ONE

There total 4 articles about (R)-1-(4-BENZYLOXYPHENYL)-4-BENZYL-6-HYDROXYMETHYL-PIPERAZIN-2-ONE 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: 77.0%

2-{benzyl[(2S)-3-chloro-2-hydroxypropyl]amino}-N-(4-benzyloxyphenyl)acetamide (777934-41-5) → (6R)-4-benzyl-1-(4-benzyloxyphenyl)-6-hydroxymethylpiperazin-2-one (777934-42-6)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 18h;

DOI:10.1021/ol048235t

Reference yield:

2-(benzyl-oxiranylmethyl-amino)-N-(4-benzyloxy-phenyl)-acetamide → (6R)-4-benzyl-1-(4-benzyloxyphenyl)-6-hydroxymethylpiperazin-2-one (777934-42-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 50 ℃;

DOI:10.1021/ol048235t

Reference yield:

N-[4-(benzyloxy)phenyl]-2-chloroacetamide (19514-92-2) → (6R)-4-benzyl-1-(4-benzyloxyphenyl)-6-hydroxymethylpiperazin-2-one (777934-42-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / tetrahydrofuran / 18 h / Heating

2: MgSO₄ / methanol; CH₂Cl₂ / 72 h / 35 °C

3: aq. NaOH / methanol / 0.33 h / 0 °C

4: NaH / dimethylformamide / 0 - 50 °C

With sodium hydroxide; sodium hydride; magnesium sulfate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol048235t

upstream raw materials:

2-{benzyl[(2S)-3-chloro-2-hydroxypropyl]amino}-N-(4-benzyloxyphenyl)acetamide

N-[4-(benzyloxy)phenyl]-2-chloroacetamide

4-benzyloxyaniline hydrochloride

Downstream raw materials:

(3R)-3-hydroxymethyl-4-(4-hydroxyphenyl)-5-oxopiperazine-1-carboxylic acid tert-butyl ester