(5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone

Base Information

• Chemical Name: (5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone
• CAS No.: 257882-50-1
• Molecular Formula: C₂₆H₃₅NO₄Si
• Molecular Weight: 455.638

Synonyms:(5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone

Chemical Property of (5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone

Chemical Property:

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Technology Process of (5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone

There total 1 articles about (5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D₂]pyrrolidone 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: 100.0%

(S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester (138871-58-6) → (5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D2]pyrrolidone (257882-50-1)

Guidance literature:

With deuterium; palladium on activated charcoal; In deuteromethanol; at 20 ℃; for 1h; under 3750.3 Torr;

DOI:10.1021/jo990866r

Reference yield:

(5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D2]pyrrolidone (257882-50-1) → C26H35(2)H2NO4Si

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/jo990866r

Reference yield:

(5S)-N-tert-butoxycarbonyl-5-tert-butyldiphenylsiloxymethyl-2-[3,4-D2]pyrrolidone (257882-50-1) → (2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D3]pyrrolidine (257882-51-2)

Guidance literature:

Multi-step reaction with 2 steps

1: LiEt₃BH / tetrahydrofuran / 0.5 h / -78 °C

2: 350 mg / tris(trimethylsilyl)deuteriosilane; BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With boron trifluoride diethyl etherate; DSi(SiMe₃)3; lithium triethylborohydride; In tetrahydrofuran; dichloromethane; 1: Reduction / 2: Reduction;

DOI:10.1021/jo990866r

upstream raw materials:

(S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D₃]pyrrolidine

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