(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

Base Information

Chemical Name:(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde
CAS No.:870283-69-5
Molecular Formula:C₂₆H₃₆O₇Si
Molecular Weight:488.653
Hs Code.:

Synonyms:(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

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Chemical Property of (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

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Technology Process of (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

There total 4 articles about (2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde 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: 90.0%

: 870283-63-9
(2R,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propan-1-ol

: 870283-69-5
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 ℃; for 1.5h;
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

: 870283-69-5
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 0 °C

2: 82 percent / NaBH₄ / tetrahydrofuran; ethanol / 5 h / 20 °C

3: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 0 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/jo0516234

Reference yield:

: 870283-62-8
(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-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propan-1-one

: 870283-69-5
(2S,3S)-3-(2-Benzo[1,3]dioxol-5-yl-3,4,5-trimethoxy-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propionaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / NaBH₄ / tetrahydrofuran; ethanol / 5 h / 20 °C

2: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 0 °C

With sodium tetrahydroborate; Dess-Martin periodane; In tetrahydrofuran; ethanol; dichloromethane; 2: Dess-Martin oxidation;
DOI:10.1021/jo0516234