(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester
CAS No.:325699-97-6
Molecular Formula:C₂₂H₃₃NO₅Si
Molecular Weight:419.593
Hs Code.:

Synonyms:(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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Chemical Property of (2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

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Technology Process of (2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

There total 7 articles about (2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 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: 87.0%

: 122-51-0
orthoformic acid triethyl ester

: 325699-88-5
(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-hydroxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 325699-97-6
(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; for 24h;
DOI:10.1021/ol006907j

Reference yield:

: 98-01-1
furfural

: 325699-97-6
(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: Mg / diethyl ether / 1 h / Heating

1.2: 90 percent / diethyl ether / 12 h

2.1: aq. HCl / diethyl ether / 1 h

3.1: OsO₄; (DHQ)2PHAL / diethyl ether; 2-methyl-propan-2-ol; H₂O / 1 h / 25 °C

3.2: 3.71 g / Et₃N; DMAP / CH₂Cl₂ / 3 h / 23 °C

4.1: 87 percent / m-CPBA / CH₂Cl₂ / 3 h

5.1: 87 percent / TsOH / CH₂Cl₂ / 24 h

With hydrogenchloride; osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; toluene-4-sulfonic acid; magnesium; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water; tert-butyl alcohol; 1.2: Grignard reaction;
DOI:10.1021/ol006907j

Reference yield:

: 1487-18-9
(furan-2-yl)ethylene

: 325699-97-6
(2R)-2-(tert-butyldimethylsilyloxymethyl)-6-ethoxy-3-oxo-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: OsO₄; (DHQ)2PHAL / diethyl ether; 2-methyl-propan-2-ol; H₂O / 1 h / 25 °C

1.2: 3.71 g / Et₃N; DMAP / CH₂Cl₂ / 3 h / 23 °C

2.1: 87 percent / m-CPBA / CH₂Cl₂ / 3 h

3.1: 87 percent / TsOH / CH₂Cl₂ / 24 h

With osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol006907j