[4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone

Base Information

• Chemical Name: [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone
• CAS No.: 240821-00-5
• Molecular Formula: C₃₀H₄₁NO₅Si
• Molecular Weight: 523.745

Synonyms:[4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone

Chemical Property of [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone

Chemical Property:

Purity/Quality:

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MSDS Files:

Useful:

Technology Process of [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone

There total 1 articles about [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone 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: 70.0%

(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal (91751-24-5,92817-88-4,123284-89-9,112897-04-8) + (R,E)-3-(but-2-enoyl)-4-isopropyloxazolidin-2-one → [4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone (240821-00-5)

Guidance literature:

With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -76 - 0 ℃;

DOI:10.1055/s-1999-2730

Reference yield: 87.0%

[4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone (240821-00-5) → (2S,3S,4R)-5-tert-butyldiphenylsilyloxy-4-methyl-2-vinylpentane-1,3-diole (240821-01-6)

Guidance literature:

With lithium borohydride; water; In tetrahydrofuran; diethyl ether;

DOI:10.1055/s-1999-2730

Reference yield:

[4R,3(2R,3S,4R)]-3-(5-tert-butyldiphenylsilyloxy-3-hydroxy-4-methyl-2-vinylpentanoyl)-4-isopropyl-2-oxazolidinone (240821-00-5) → 3-{2-[3-(tert-butyl-diphenyl-silanyloxy)-1-hydroxy-2-methyl-propyl]-1-hydroxy-but-3-enyl}-4-isopropyl-oxazolidin-2-one

Guidance literature:

With lithium borohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1248/cpb.47.1288

upstream raw materials:

(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

Downstream raw materials:

(2S,3S,4R)-5-tert-butyldiphenylsilyloxy-4-methyl-2-vinylpentane-1,3-diole

(2Z,4S,5E,7S,8S,9S,10R)-9,11-[(S)-3,4-dimethoxybenzylidenedioxy]-8-hydroxymethyl-4,6,10-trimethyl-2,5-undecadien-7-ol

(2R,3E,5S,6S,7S,8R)-5-acetoxy-6-acetoxymethyl-7,9-[(S)-3,4-dimethoxybenzylidenedioxy]-2,4,8-trimethyl-3-nonenal

Acetic acid (E)-(1S,4R)-1-{(S)-2-acetoxy-1-[(2S,4S,5R)-2-(3,4-dimethoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-5-hydroxy-2,4-dimethyl-pent-2-enyl ester

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