(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

Base Information

Chemical Name:(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide
CAS No.:196409-39-9
Molecular Formula:C₁₈H₃₁NO₄SSi
Molecular Weight:385.6
Hs Code.:

Synonyms:(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

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Chemical Property of (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

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Technology Process of (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

There total 4 articles about (S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 196409-38-8
(2S)-2-hydroxy-N-methoxy-N-methyl-3-[(R)-p-tolylsulfinyl]propanamide

: 196409-39-9
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01300-2

Reference yield:

: 196409-37-7
(R)-N-methoxy-N-methyl-2-oxo-3-(p-tolylsulfinyl)propanamide

: 196409-39-9
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / Dibal-H / tetrahydrofuran; toluene / 0.5 h / -78 °C

2: 84 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 2 h

With diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/j.tetasy.2005.01.050

Reference yield:

: 1519-39-7
(R)-methyl p-tolyl sulfoxide

: 196409-39-9
(S)-2-(tert-Butyl-dimethyl-silanyloxy)-N-methoxy-N-methyl-3-((R)-toluene-4-sulfinyl)-propionamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / LDA / tetrahydrofuran / -78 °C

2: 81 percent / DIBAL / tetrahydrofuran / 0.25 h / -78 °C

3: 90 percent / imidazole / dimethylformamide

With 1H-imidazole; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(97)01300-2