N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

Base Information

• Chemical Name: N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide
• CAS No.: 129441-82-3
• Molecular Formula: C₂₁H₂₃NO₃S
• Molecular Weight: 369.485
• Mol file: 129441-82-3.mol

Synonyms:N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

Chemical Property of N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

There total 3 articles about N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide 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%

N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-81-2) → N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-82-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)94427-7

Reference yield:

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene (59438-62-9) → N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) Al/Hg/EtOH 2) PCC / 2.) CH₂Cl₂

2: 1.) HMPA, THF, -78 deg C 2.) -78 to -40 deg C

3: 82 percent / n-Bu₄NF / tetrahydrofuran

With aluminum amalgam; ethanol; tetrabutyl ammonium fluoride; pyridinium chlorochromate; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)94427-7

Reference yield:

4-benzoylamino-2-cyclopenten-1-one (129441-80-1) → N-[(1S,2S,3S)-2-(Methoxy-phenylsulfanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) HMPA, THF, -78 deg C 2.) -78 to -40 deg C

2: 82 percent / n-Bu₄NF / tetrahydrofuran

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)94427-7

upstream raw materials:

N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene

4-benzoylamino-2-cyclopenten-1-one

Downstream raw materials:

(2S,3R,4S)-4-Benzoylamino-2-methyl-6-oxo-tetrahydro-pyran-3-carboxylic acid methyl ester

(1R,2R,5R)-5-Benzoylamino-2-methyl-3-oxo-cyclopentanecarboxylic acid methyl ester