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

Base Information

• Chemical Name: (2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D₃]pyrrolidine
• CAS No.: 257882-51-2
• Molecular Formula: C₂₆H₃₇NO₃Si
• Molecular Weight: 442.646

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

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about (2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D₃]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:

C26H35(2)H2NO4Si → (2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D3]pyrrolidine (257882-51-2)

Guidance literature:

With boron trifluoride diethyl etherate; DSi(SiMe₃)3; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1021/jo990866r

Reference yield:

(S)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-oxo-2,5-dihydro-pyrrole-1-carboxylic acid tert-butyl ester (138871-58-6) → (2S)-N-tert-butoxycarbonyl-2-tert-butyldiphenylsiloxymethyl[3,4,5-D3]pyrrolidine (257882-51-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / deuterium / Pd/C / CH₃OD / 1 h / 20 °C / 3750.3 Torr

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

3: 350 mg / tris(trimethylsilyl)deuteriosilane; BF₃*OEt₂ / CH₂Cl₂ / 2 h / -78 °C

With boron trifluoride diethyl etherate; 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilane-2-d; lithium triethylborohydride; deuterium; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; deuteromethanol; 1: Catalytic hydrogenation / 2: Reduction / 3: Reduction;

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

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

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