(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

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Chemical Name:(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine
CAS No.:259264-61-4
Molecular Formula:C₃₂H₄₁NO₄Si
Molecular Weight:531.767
Hs Code.:

Synonyms:(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

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Chemical Property of (3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

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Technology Process of (3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

There total 3 articles about (3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine 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: 46.0%

: 259264-60-3
(3S)-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]-2-hydroxypyrrolidine

: 100-51-6,185532-71-2
benzyl alcohol

: (2S,3S)-(+)-3-[((R)_Si-benzyloxy-tert-butylphenylsilyl)oxy]-1-(tert-butoxycarbonyl)-2-phenylpyrrolidine

: 259264-61-4
(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

Guidance literature:: With 4 A molecular sieve; Montmorillonite K₁₀ clay; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/ja993295t

Reference yield:

: 259264-58-9
(S)-(-)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidin-2-one

: 259264-61-4
(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / Et₃N / DMAP / CH₂Cl₂ / 18 h / 20 °C

2: 94 percent / NaBH₄ / methanol / 0.5 h / 0 °C

3: 13 percent / montmorillonite K₁₀ clay; 4 Angstroem molecular sieves / CH₂Cl₂ / 12 h / 20 °C

With sodium tetrahydroborate; 4 A molecular sieve; Montmorillonite K₁₀ clay; triethylamine; dmap; In methanol; dichloromethane; 1: Acylation / 2: Reduction / 3: Alkylation;
DOI:10.1021/ja993295t

Reference yield:

: 259264-59-0
(S)-(-)-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidin-2-one

: 259264-61-4
(3S)-2-benzyloxy-1-(tert-butoxycarbonyl)-3-[(tert-butyldiphenylsilyl)oxy]pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / NaBH₄ / methanol / 0.5 h / 0 °C

2: 13 percent / montmorillonite K₁₀ clay; 4 Angstroem molecular sieves / CH₂Cl₂ / 12 h / 20 °C

With sodium tetrahydroborate; 4 A molecular sieve; Montmorillonite K₁₀ clay; In methanol; dichloromethane; 1: Reduction / 2: Alkylation;
DOI:10.1021/ja993295t