(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

Base Information

Chemical Name:(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine
CAS No.:1577180-43-8
Molecular Formula:C₂₄H₄₅NO₃Si₂
Molecular Weight:451.797
Hs Code.:

Synonyms:(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

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Technology Process of (2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

There total 6 articles about (2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine 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: 70.0%

: 1577180-42-7
(2R,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine

: 1577180-43-8
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1002/jhet.1634

Reference yield:

: 1577180-41-6
(3R,4S,5R)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-5-methoxycarbonyl-2-pyrrolidinone

: 1577180-43-8
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: borane-THF / tetrahydrofuran / 20 °C / Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere

With borane-THF; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/jhet.1634

Reference yield:

: (3R,4R)-3,4,5-tris(acetoxy)-1-benzyl-2-pyrrolidinone

: 1577180-43-8
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-hydroxymethylpyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: boron trifluoride diethyl etherate / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: sodium methylate / 1 h / 20 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 20 °C

4: borane-THF / tetrahydrofuran / 20 °C / Inert atmosphere

5: diisobutylaluminium hydride / dichloromethane / 1 h / 0 °C / Inert atmosphere

With 1H-imidazole; borane-THF; boron trifluoride diethyl etherate; sodium methylate; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jhet.1634