(3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid

Base Information

• Chemical Name: (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid
• CAS No.: 121331-22-4
• Molecular Formula: C₁₉H₃₁NO₄Si
• Molecular Weight: 365.545

Synonyms:(3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid

Chemical Property of (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid

Chemical Property:

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SDS file from LookChem

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Technology Process of (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid

There total 6 articles about (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid 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: 87.7%

(S)-1-phenyl-ethylamine (2627-86-3) + 3-(tert-butyldimethylsilyloxy)glutaric anhydride (91424-40-7) → (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid (121331-22-4)

Guidance literature:

In n-heptane; at -78 - -75 ℃; for 2h;

DOI:10.1002/hlca.200790106

Reference yield: 72.0%

(S)-1-phenyl-ethylamine (2627-86-3) + 3-(tert-butyldimethylsilyloxy)glutaric anhydride (91424-40-7) → (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid (121331-22-4) + (3R,1'S)-3-<(tert-butyldimethylsilyl)oxy>-5-<(1-phenylethyl)amino>-5-oxopentanoic acid (121331-25-7)

Guidance literature:

With triethylamine; In toluene; 1) 4.5 h, -78 deg C, 2) 1 h, room temperature;

DOI:10.1021/jo00011a064

Reference yield:

(S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanoic acid ((S)-1-phenyl-ethyl)-amide (223437-45-4) → (3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-5-oxo-5-{[(1S)-1-phenylethyl]amino} pentanoic acid (121331-22-4)

Guidance literature:

With lithium hydroxide; water; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1039/a808838a

upstream raw materials:

(S)-1-phenyl-ethylamine

3-(tert-butyldimethylsilyloxy)glutaric anhydride

(S)-5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-5-oxo-pentanoic acid ((S)-1-phenyl-ethyl)-amide

Downstream raw materials:

(S)-3-Hydroxy-4-((S)-1-phenyl-ethylcarbamoyl)-butyric acid

(3S,1'S)-3-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]-5-[(1-phenylethyl)amino]-5-oxopentanoic acid, methyl ester

(R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-((S)-1-phenyl-ethylcarbamoyl)-butyric acid methyl ester

(3S)-3-{[(tert-butyl)dimethylsilyl]oxy}-N¹-methoxy-N¹-methyl-N⁵-[(1S)-1-phenylethyl]pentanediamide

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