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

Base Information

Chemical Name:(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine
CAS No.:1577180-39-2
Molecular Formula:C₂₅H₄₅NO₄Si₂
Molecular Weight:479.808
Hs Code.:

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

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

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

There total 5 articles about (2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine 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: 80.0%

: 1577180-38-1
(3R,4S,5S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-5-methoxycarbonyl-2-pyrrolidinone

: 1577180-39-2
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine

Guidance literature:: With borane-THF; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.1002/jhet.1634

Reference yield:

: (3R,4R)-3,4-Bis<(tert-butyldimethylsilyl)oxy>-5-acetoxy-1-benzyl-2-pyrrolidinone

: 1577180-39-2
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

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

2: hydrogenchloride / 5 h / 20 °C / Cooling with ice

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

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

With 1H-imidazole; hydrogenchloride; borane-THF; boron trifluoride diethyl etherate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1002/jhet.1634

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1577180-39-2
(2S,3S,4S)-1-benzyl-3,4-bis[(tert-butyldimethylsilyl)oxy]-2-methoxycarbonylpyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Cooling with ice

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

With 1H-imidazole; borane-THF; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/jhet.1634