N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine

Base Information

• Chemical Name: N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine
• CAS No.: 1258541-51-3
• Molecular Formula: C₂₇H₃₁NO₂Si
• Molecular Weight: 429.634
• Mol file: 1258541-51-3.mol

Synonyms:N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine

Chemical Property of N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine

Chemical Property:

Purity/Quality:

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Technology Process of N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine

There total 1 articles about N-tert-butoxycarbonyl-2-(triphenylsilyl)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: 60.0%

dimethoxy(diphenyl)silane (6843-66-9) + tert-butyl pyrrolidine-1-carboxylate (86953-79-9) + phenyllithium (591-51-5) → N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine (1258541-51-3)

Guidance literature:

tert-butyl pyrrolidine-1-carboxylate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 6h;

dimethoxy(diphenyl)silane; In diethyl ether; cyclohexene; at -78 - 20 ℃;

phenyllithium; In diethyl ether; dibutyl ether; cyclohexane; at -78 - 0 ℃; for 6h;

DOI:10.1021/jacs.9b11877

Reference yield:

N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine (1258541-51-3) → 2-(triphenylsilyl)pyrrolidine hydrochloride (1258541-53-5)

Guidance literature:

With ethanol; acetyl chloride; In ethyl acetate; at 20 ℃;

DOI:10.1021/jacs.9b11877

Reference yield:

N-tert-butoxycarbonyl-2-(triphenylsilyl)pyrrolidine (1258541-51-3) → (S)-2-(triphenylsilyl)pyrrolidine hydrochloride (1258734-17-6) + (R)-2-(triphenylsilyl)pyrrolidine hydrochloride

Guidance literature:

With hydrogenchloride; In diethyl ether; water; at 20 ℃; Cooling with ice; Saturated solution;

DOI:10.1002/chem.201001764

upstream raw materials:

dimethoxy(diphenyl)silane

tert-butyl pyrrolidine-1-carboxylate

phenyllithium

Downstream raw materials:

(S)-2-(triphenylsilyl)pyrrolidine hydrochloride

2-(triphenylsilyl)pyrrolidine hydrochloride