3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

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Chemical Name:3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester
CAS No.:896434-07-4
Molecular Formula:C₂₉H₄₇NO₅SSi
Molecular Weight:549.847
Hs Code.:

Synonyms:3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

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Chemical Property of 3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

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Technology Process of 3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

There total 4 articles about 3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester 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: 89.0%

: 896434-06-3
(R)-2-((1R,2S)-1-Hydroxy-2-triethylsilanyloxy-propyl)-1-((R)-4-phenyl-2-thioxo-oxazolidin-3-yl)-hexan-1-one

: 108-12-3
isopentanoyl chloride

: 896434-07-4
3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 0 ℃; for 8h;
DOI:10.1021/jo0604890

Reference yield:

: 896434-05-2
1-((R)-4-Phenyl-2-thioxo-oxazolidin-3-yl)-hexan-1-one

: 896434-07-4
3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: TiCl₄; TMEDA / CH₂Cl₂ / 1 h / -20 °C

1.2: 90 percent / CH₂Cl₂ / 9 h / -20 - -5 °C

2.1: 89 percent / pyridine; DMAP / CH₂Cl₂ / 8 h / 0 °C

With pyridine; dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; In dichloromethane;
DOI:10.1021/jo0604890

Reference yield:

: 142-61-0
Hexanoyl chloride

: 896434-07-4
3-Methyl-butyric acid (1R,2R)-2-((R)-4-phenyl-2-thioxo-oxazolidine-3-carbonyl)-1-((S)-1-triethylsilanyloxy-ethyl)-hexyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / Et₃N; LiCl / tetrahydrofuran / 16.5 h / 20 °C

2.1: TiCl₄; TMEDA / CH₂Cl₂ / 1 h / -20 °C

2.2: 90 percent / CH₂Cl₂ / 9 h / -20 - -5 °C

3.1: 89 percent / pyridine; DMAP / CH₂Cl₂ / 8 h / 0 °C

With pyridine; dmap; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; triethylamine; lithium chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo0604890