tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate

Base Information

• Chemical Name: tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate
• CAS No.: 1174892-46-6
• Molecular Formula: C₂₁H₃₇NO₄Si
• Molecular Weight: 395.615

Synonyms:tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate

Chemical Property of tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate

Chemical Property:

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Technology Process of tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate

There total 1 articles about tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate 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:

di-tert-butyl dicarbonate (24424-99-5) + C16H29NO2Si*ClH → tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate (1174892-46-6)

Guidance literature:

C₁₆H₂₉NO₂Si*ClH; With triethylamine; In 1,4-dioxane; ethanol; dichloromethane; for 0.166667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; 1,4-dioxane; ethanol; for 14h;

DOI:10.1021/jo900643b

Reference yield: 84.0%

tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate (1174892-46-6) → (2S,3S)-3--2-<(tert-butyldimethylsilyl)oxy>-4-phenylbutanal (144944-04-7)

Guidance literature:

With sodium carbonate; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ml3000148

Reference yield:

tert-butyl (2S,3S)-3-(tert-butyldimethylsilyloxy)-4-hydroxy-1-phenylbutan-2-ylcarbamate (1174892-46-6) + methanesulfonyl chloride (124-63-0) → C22H39NO6SSi (1174892-47-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h;

DOI:10.1021/jo900643b

upstream raw materials:

di-tert-butyl dicarbonate

Downstream raw materials:

C₂₂H₃₉NO₆SSi

tert-butyl (2S,3R)-3-(tert-butyldimethylsilyloxy)-4-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-1-phenylbutan-2-ylcarbamate

C₂₈H₃₉N₃O₃

(2R,3S)-3-amino-1-((S)-6'-neopentyl-3',4'-dihydrospiro[cyclobutane-1,2'-pyrano[2,3-b]pyridine]-4'-ylamino)-4-phenylbutan-2-ol

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