<1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide

Base Information

• Chemical Name: <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide
• CAS No.: 173054-08-5
• Molecular Formula: C₂₇H₄₁NO₃Si
• Molecular Weight: 455.713

Synonyms:<1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide

Chemical Property of <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide

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Technology Process of <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide

There total 1 articles about <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide 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:

2-tert-butyldimethylsilyloxyethyl iodide (101166-65-8) + N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-phenylpropanamide (14980-86-0,42407-58-9) → <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide (173054-08-5)

Guidance literature:

With lithium chloride; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 -> 23 deg C, 2.) THF, 5.5 h;

DOI:10.1021/jo952032o

Reference yield: 92.0%

<1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide (173054-08-5) → (R)-2-Benzyl-4-hydroxy-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-butyramide (176198-64-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 0.25h;

DOI:10.1021/jo952032o

Reference yield: 92.0%

methyllithium (917-54-4) + <1S(R),2S>-N-(2-hydroxy-1-methyl-2-phenylethyl)-4-(tert-butyldimethylsilyloxy)-N-methyl-2-(phenylmethyl)butanamide (173054-08-5) → (R)-5-(tert-butyldimethylsilyloxy)-3-(phenylmethyl)-2-pentanone (175979-84-7)

Guidance literature:

In diethyl ether; at -78 - 0 ℃;

DOI:10.1021/jo952032o

upstream raw materials:

2-tert-butyldimethylsilyloxyethyl iodide

N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-phenylpropanamide

Downstream raw materials:

(R)-5-(tert-butyldimethylsilyloxy)-3-(phenylmethyl)-2-pentanone

(R)-2-Benzyl-4-hydroxy-N-((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-N-methyl-butyramide

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