(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

Base Information

Chemical Name:(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone
CAS No.:249284-71-7
Molecular Formula:C₂₂H₂₅NO₅S
Molecular Weight:415.51
Hs Code.:

Synonyms:(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

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Chemical Property of (2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

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Technology Process of (2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

There total 7 articles about (2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone 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: 97.0%

: 122-51-0
orthoformic acid triethyl ester

: 249284-70-6
(2R,6S)-1,6-dihydro-1-tosyl-6-hydroxy-2-phenylmethoxymethyl-3(2H)-pyridinone

: 249284-71-7
(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃; for 4h;
DOI:10.1016/S0957-4166(99)00239-6

Reference yield:

: 219715-78-3
(R)-N-[1'-(2-Furyl)-2'-benzyloxyethyl]toluene-p-sulfonamide

: 249284-71-7
(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

Guidance literature:: Multi-step reaction with 2 steps

1: 82.4 percent / m-CPBA / CH₂Cl₂ / 20 °C

2: 90 percent / BF₃*Et₂O; 4A sieves / tetrahydrofuran / 4 h / 0 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 1: Oxidation / 2: Alkylation;
DOI:10.1016/S0957-4166(99)00382-1

Reference yield:

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

: 249284-71-7
(2R,6S)-1,6-dihydro-1-tosyl-6-ethoxy-2-phenylmethoxymethyl-3(2H)-pyridinone

Guidance literature:: Multi-step reaction with 7 steps

1.1: K₃Fe(CN)6; (DHQD)2-PHAL; K₂OsO₂(OH)4 / 2-methyl-propan-2-ol / 4 h / 0 °C

2.1: KOH / 2 h / 60 °C

3.1: aq. NaN₃ / dimethylformamide / 12 h / 120 °C

4.1: NaH / dimethylformamide / 2 h / 0 °C

5.1: LiAlH₄ / tetrahydrofuran / 4 h / Heating

5.2: pyridine / 0.5 h / 0 °C

6.1: 82.4 percent / m-CPBA / CH₂Cl₂ / 20 °C

7.1: 90 percent / BF₃*Et₂O; 4A sieves / tetrahydrofuran / 4 h / 0 °C

With potassium hydroxide; lithium aluminium tetrahydride; sodium azide; potassium dioxotetrahydroxoosmate(VI); 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; 3-chloro-benzenecarboperoxoic acid; potassium hexacyanoferrate(III); In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1.1: Oxidation / 2.1: Carboxylation / 3.1: Decomposition / 4.1: Alkylation / 5.1: Reduction / 5.2: Tosylation / 6.1: Oxidation / 7.1: Alkylation;
DOI:10.1016/S0957-4166(99)00382-1