(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one
• CAS No.: 380909-82-0
• Molecular Formula: C₃₂H₃₉NO₅Si
• Molecular Weight: 545.751

Synonyms:(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

Chemical Property of (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

Chemical Property:

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Technology Process of (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

There total 1 articles about (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one 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: 92.0%

3-(tert-butyldiphenylsilyloxy)-1-propanal (112897-03-7) + (S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) → (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one (380909-82-0)

Guidance literature:

(S)-4-benzyl-3-propionyl-2-oxazolidinone; With triethyl borane; trifluorormethanesulfonic acid; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

3-(tert-butyldiphenylsilyloxy)-1-propanal; In dichloromethane; at -78 - 0 ℃; Further stages.;

DOI:10.1021/ja011604l

Reference yield: 95.0%

triethylsilyl chloride (994-30-9) + (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one (380909-82-0) → (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one (859845-14-0)

Guidance literature:

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol051119l

Reference yield: 94.0%

(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one (380909-82-0) → (2R,3R)-5-((tert-butyldiphenylsilyl)oxy)-2-methylpentane-1,3-diol (955030-34-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water;

DOI:10.1016/j.tetlet.2007.07.156

upstream raw materials:

3-(tert-butyldiphenylsilyloxy)-1-propanal

(S)-4-benzyl-3-propionyl-2-oxazolidinone

Downstream raw materials:

(2S,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoic acid

(2R,3R)-5-((tert-butyldiphenylsilyl)oxy)-2-methylpentane-1,3-diol

(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

tert-butyl(2-((4R,5R)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)ethoxy)diphenylsilanediol

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