tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

Base Information

Chemical Name:tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate
CAS No.:864516-18-7
Molecular Formula:C₂₀H₂₆O₄
Molecular Weight:330.424
Hs Code.:

Synonyms:tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

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Chemical Property of tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

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Technology Process of tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

There total 4 articles about tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate 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:

: 864515-97-9
tert-butyl (R)-2-ethyl-4-dimethyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

: 100-39-0
benzyl bromide

: 864516-22-3
tert-butyl (4R,5S)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

: 864516-18-7
tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

Guidance literature:: tert-butyl (R)-2-ethyl-4-dimethyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

benzyl bromide; In tetrahydrofuran; at -50 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1021/ja053820q

Reference yield:

: C₂₀H₂₈O₄

: 864516-18-7
tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol800835m

Reference yield:

: 864515-91-3
tert-butyl (3R)-3-methyl-5-oxo-2-propionyl-5-(2-thioxothiazolidin-3-yl)pentanoate

: 864516-18-7
tert-butyl (4R,5R)-5-benzyl-2-ethyl-4-methyl-6-oxo-5,6-dihydro-4H-pyran-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: DBU / CH₂Cl₂ / 0 °C

2.1: LiHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: tetrahydrofuran / 4 h / -50 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja053820q