4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

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Chemical Name:4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile
CAS No.:1421375-85-0
Molecular Formula:C₂₀H₂₈ClN₃O₂Si
Molecular Weight:406
Hs Code.:

Synonyms:4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

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Chemical Property of 4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

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Technology Process of 4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

There total 14 articles about 4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile 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: 94.0%

: 1421375-83-8
4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-(hydroxymethyl)pyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

: 1421375-85-0
4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1021/jm5009049

Reference yield:

: 757247-75-9
2-chloro-4-iodo-3-methylbenzonitrile

: 1421375-85-0
4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / 2 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: acetic acid / 3 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

With oxalyl dichloride; isopropylmagnesium chloride; acetic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

Reference yield:

: 496841-04-4,1378292-24-0
methyl (2S,3S)-3-hydroxypyrrolidine-2-carboxylate

: 1421375-85-0
4-((E)-((2R,3S)-3-(tert-butyldimethylsilyloxy)-2-formylpyrrolidin-1-ylimino)methyl)-2-chloro-3-methylbenzonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: acetic acid; sodium nitrite / water / 4 h / 0 °C

2: 1H-imidazole / dichloromethane / 3 h / 20 °C

3: lithium triethylborohydride / tetrahydrofuran / 5 h / -78 - 20 °C

4: zinc; ammonium chloride / water; methanol / 1.5 h / 20 - 50 °C

5: acetic acid / 3 h / 20 °C

6: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / 2 h / -78 - -30 °C

With 1H-imidazole; oxalyl dichloride; lithium triethylborohydride; ammonium chloride; acetic acid; dimethyl sulfoxide; triethylamine; zinc; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water;