benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

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Chemical Name:benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate
CAS No.:885107-69-7
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

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Chemical Property of benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

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Technology Process of benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

There total 16 articles about benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate 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: 85.0%

: benzyl (R)-3-hydroxy-2,2-dimethyloct-7-enoate

: 123-73-9,4170-30-3
crotonaldehyde

: 885107-69-7
benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: With Hoveyda-Grubbs catalyst second generation; (1S)-10-camphorsulfonic acid; In dichloromethane; at 35 ℃; for 10h; diastereoselective reaction; Sealed tube; Inert atmosphere;
DOI:10.1021/jacs.6b04917

Reference yield: 67.0%

: 1325653-83-5
benzyl 2-((2R,6S)-6-(cyanomethyl)tetrahydro-2H-pyran-2-yl)-2-methylpropanoate

: 885107-69-7
benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: With pyridine; sodium hypophosphite monohydrate; In water; acetic acid; at 50 ℃; for 6h; Inert atmosphere;
DOI:10.1021/ol201863b

Reference yield:

: 864498-74-8
(S)-6-allyltetrahydro-2H-pyran-2-one

: 885107-69-7
benzyl 2-methyl-2-((2R,6S)-6-(2-oxoethyl)tetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C

1.2: tetrahydrofuran; hexane / 0.67 h / 0 °C

2.1: triethylsilane; boron trifluoride-diethyl etherate / CH₂Cl₂ / -78 - 0 °C

3.1: N-methylmorpholine N-oxide / osmium tetroxide / acetone; H₂O / 19 h

4.1: sodium periodate / tetrahydrofuran; H₂O / 2 h

With triethylsilane; sodium periodate; n-butyllithium; boron trifluoride diethyl etherate; 4-methylmorpholine N-oxide; diisopropylamine; osmium(VIII) oxide; In tetrahydrofuran; hexane; dichloromethane; water; acetone;
DOI:10.1021/ol0515006