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

Base Information

• Chemical Name: N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide
• CAS No.: 129441-81-2
• Molecular Formula: C₂₄H₃₁NO₃SSi
• Molecular Weight: 441.667

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

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

Chemical Property:

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

There total 2 articles about N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-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:

3-benzoyl-2-oxa-3-azabicyclo<2.2.1>hept-5-ene (59438-62-9) → N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Al/Hg/EtOH 2) PCC / 2.) CH₂Cl₂

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

With aluminum amalgam; ethanol; pyridinium chlorochromate;

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

Reference yield:

lithium (87262-37-1) + 4-benzoylamino-2-cyclopenten-1-one (129441-80-1) + methyl iodide (74-88-4) → N-[(1R,2R,3R)-2-(Methoxy-phenylsulfanyl-trimethylsilanyl-methyl)-3-methyl-4-oxo-cyclopentyl]-benzamide (129441-81-2)

Guidance literature:

Yield given. Multistep reaction; 1.) HMPA, THF, -78 deg C 2.) -78 to -40 deg C;

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

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

upstream raw materials:

lithium

4-benzoylamino-2-cyclopenten-1-one

methyl iodide

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

Downstream raw materials:

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

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

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

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