(3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone

Base Information

• Chemical Name: (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone
• CAS No.: 1141365-67-4
• Molecular Formula: C₂₃H₃₀O₃Si
• Molecular Weight: 382.575

Synonyms:(3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone

Chemical Property of (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone

Chemical Property:

Purity/Quality:

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Technology Process of (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone

There total 22 articles about (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone 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: 76.0%

(4S)-4-(2-tert-butyldiphenylsilyloxyethyl)dihydrofuran-2(3H)-one (1333325-47-5) + methyl iodide (74-88-4) → (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone (1141365-67-4)

Guidance literature:

(4S)-4-(2-tert-butyldiphenylsilyloxyethyl)dihydrofuran-2(3H)-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.16667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/jo201988m

Reference yield:

C7H12O3 (1141365-68-5) + tert-butylchlorodiphenylsilane (58479-61-1) → (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone (1141365-67-4)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 25 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.200805488

Reference yield:

(4S)-4-(2-tert-butyldiphenylsilyloxyethyl)dihydrofuran-2(3H)-one (1333325-47-5) + methyl iodide (74-88-4) → (3S,4S)-dihydro-4-[2-[(1,1-dimethylethyl)diphenylsilyloxy]ethyl]-3-methyl-2(3H)-furanone (1141365-67-4) + (3R,4S)-4-(2-tert-butyldiphenylsilyloxyethyl)-3-methyldihydrofuran-2(3H)-one

Guidance literature:

(4S)-4-(2-tert-butyldiphenylsilyloxyethyl)dihydrofuran-2(3H)-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ol202265g

upstream raw materials:

C₇H₁₂O₃

tert-butylchlorodiphenylsilane

(S)-2-(2-oxo-2-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)ethyl)pent-4-en-1-yl acetate

(S)-4-oxo-4-((R)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl)-2-(2-oxoethyl)but-1-yl acetate

Downstream raw materials:

C₃₉H₅₀O₇Si

(3S,4S)-dimethyl (4-(tert-butyldimethylsilyloxy)methyl-6-tert-butyldiphenylsilyloxy-3-methyl-2-oxohexyl)phosphonate

(3S,4S)-4-tert-butyldimethylsilyloxymethyl-6-tert-butyldiphenylsilyloxy-3-methylhexan-2-one

(3S,4S)-4-tert-butyldimethylsilyloxymethyl-6-tert-butyldiphenylsilyloxy-3-methyl-2-trimethylsilyloxyhex-1-ene

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