(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

Base Information

Chemical Name:(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one
CAS No.:870283-61-7
Molecular Formula:C₃₀H₃₁NO₇S₂
Molecular Weight:581.711
Hs Code.:

Synonyms:(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

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Chemical Property of (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

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Technology Process of (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

There total 1 articles about (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one 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: 65.0%

: 74199-04-5
4,5,6-trimethoxy-3',4'-mehylendioxybiphenyl-2-carbaldehyde

: 263764-23-4,863324-53-2
(S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione

: 870283-61-7
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

Guidance literature:: (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione; With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; In dichloromethane; at 0 ℃; for 0.333333h;

4,5,6-trimethoxy-3',4'-mehylendioxybiphenyl-2-carbaldehyde; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/jo0516234

Reference yield:

: 870283-61-7
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

: 870283-67-3
(4R,5S)-5-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 79 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 0 °C

2.1: 82 percent / NaBH₄ / tetrahydrofuran; ethanol / 5 h / 20 °C

3.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

4.2: 1.49 g / tetrahydrofuran; hexane / 12 h / 20 °C

5.1: 85 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

6.1: BH₃*SMe₂ / tetrahydrofuran / 4 h / 20 °C

6.2: 82 percent / H₂O₂; NaOH / tetrahydrofuran; H₂O; ethanol / 3 h / 20 °C

7.1: 80 percent / TEMPO; N-chlorosuccinimide; n-Bu₄NI / NaHCO₃; K₂CO₃ / H₂O; CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; Dess-Martin periodane; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; 3.1: Dess-Martin oxidation / 4.2: Wittig reaction;
DOI:10.1021/jo0516234

Reference yield:

: 870283-61-7
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-methyl-propan-1-one

: 870283-65-1
(1S,2R)-1-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-2-methyl-but-3-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 79 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 0 °C

2.1: 82 percent / NaBH₄ / tetrahydrofuran; ethanol / 5 h / 20 °C

3.1: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 0 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

4.2: 1.49 g / tetrahydrofuran; hexane / 12 h / 20 °C

5.1: 85 percent / n-Bu₄NF / tetrahydrofuran / 4 h / 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; ethanol; hexane; dichloromethane; 3.1: Dess-Martin oxidation / 4.2: Wittig reaction;
DOI:10.1021/jo0516234