(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine

Base Information

• Chemical Name: (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine
• CAS No.: 153730-12-2
• Molecular Formula: C₂₄H₃₁NO₄SSi
• Molecular Weight: 457.666

Synonyms:(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine

Chemical Property of (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine

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Technology Process of (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine

There total 2 articles about (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine 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: 80.0%

chloro-trimethyl-silane (75-77-4) + (2S)-2-<(2S,4S)-4-phenyl-3-tosyl-1,3-oxazolidin-2-yl>cyclopentanone (139192-63-5) → (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine (153730-12-2)

Guidance literature:

With triethylamine; lithium iodide; In tetrahydrofuran; for 5h; Heating;

DOI:10.1016/0040-4039(93)88098-4

Reference yield: 80.0%

chloro-trimethyl-silane (75-77-4) + (R)-2-[(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone (139192-54-4) → (2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine (153730-12-2)

Guidance literature:

With triethylamine; lithium iodide; In tetrahydrofuran; for 5h; Heating;

DOI:10.1016/0040-4039(93)88098-4

Reference yield: 82.0%

(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-2-(2-trimethylsilanyloxy-cyclopent-1-enyl)-oxazolidine (153730-12-2) → 2-[(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopent-2-enone (153730-13-3)

Guidance literature:

With palladium diacetate; p-benzoquinone; In acetonitrile; at 0 ℃; for 10h;

DOI:10.1016/0040-4039(93)88098-4

upstream raw materials:

chloro-trimethyl-silane

(2S)-2-<(2S,4S)-4-phenyl-3-tosyl-1,3-oxazolidin-2-yl>cyclopentanone

(R)-2-[(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopentanone

Downstream raw materials:

2-[(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-cyclopent-2-enone

(3aS,7aR)-7a-[(2S,4S)-4-Phenyl-3-(toluene-4-sulfonyl)-oxazolidin-2-yl]-5-trimethylsilanyloxy-2,3,3a,4,7,7a-hexahydro-inden-1-one

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