3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

Base Information

Chemical Name:3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate
CAS No.:850005-75-3
Molecular Formula:C₂₃H₂₅NO₄S₂
Molecular Weight:443.588
Hs Code.:

Synonyms:3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

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Chemical Property of 3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

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Technology Process of 3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

There total 3 articles about 3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate 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: 76.0%

: 101979-45-7
(S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione

: 667419-25-2
3-formylbenzyl benzoate

: Benzoic acid 3-[(S)-1-hydroxy-3-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3-oxo-propyl]-benzyl ester

: 850005-75-3
3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

Guidance literature:: (S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -40 ℃; for 2h;

3-formylbenzyl benzoate; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 626-19-7
Isophthalaldehyde

: 850005-75-3
3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 63 percent / sodium borohydride / ethanol / 1 h / 20 °C

2.1: 87 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

3.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / 2 h / -40 °C

3.2: 76 percent / CH₂Cl₂ / 0.5 h / -78 °C

With sodium tetrahydroborate; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 52010-98-7
3-(hydroxymethyl)benzaldehyde

: 850005-75-3
3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 87 percent / triethylamine / CH₂Cl₂ / 1 h / 20 °C

2.1: titanium(IV) chloride; diisopropylethylamine / CH₂Cl₂ / 2 h / -40 °C

2.2: 76 percent / CH₂Cl₂ / 0.5 h / -78 °C

With titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.tet.2005.01.062