(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one
CAS No.:196080-23-6
Molecular Formula:C₂₂H₂₉NO₆
Molecular Weight:403.475
Hs Code.:

Synonyms:(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

There total 8 articles about (S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one 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:

: 122821-81-2
2,6-Anhydro-1-O-(tert-butyldiphenylsilyl)-3,7,8,9-tetradeoxy-4,5-O-isopropylidene-D-altro-non-8-enitol

: 196080-23-6
(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 72 percent / 1.) O₃, 2.) NaBH₄ / methanol / -78 °C

2: 99 percent / iPr₂NEt / CH₂Cl₂

3: 95 percent / TBAF / tetrahydrofuran

4: 90 percent / Dess-Martin periodinane / CH₂Cl₂

5: 53 percent / NaH / tetrahydrofuran / 0 °C

6: 75 percent / H₂ / (PPh₃)3RhCl / ethyl acetate

7: 99 percent / p-TsOH / methanol

8: 1.) (Imid)2C=S, 2.) P(OEt)3 / 1.) toluene, reflux, 2.) reflux

With sodium tetrahydroborate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; ozone; N-ethyl-N,N-diisopropylamine; 1,1'-Thiocarbonyldiimidazole; triethyl phosphite; Wilkinson's catalyst; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(97)01336-1

Reference yield:

: 196080-38-3
[(3aR,4R,6S,7aS)-4-(2-Methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yl]-methanol

: 196080-23-6
(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / Dess-Martin periodinane / CH₂Cl₂

2: 53 percent / NaH / tetrahydrofuran / 0 °C

3: 75 percent / H₂ / (PPh₃)3RhCl / ethyl acetate

4: 99 percent / p-TsOH / methanol

5: 1.) (Imid)2C=S, 2.) P(OEt)3 / 1.) toluene, reflux, 2.) reflux

With hydrogen; sodium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; 1,1'-Thiocarbonyldiimidazole; triethyl phosphite; Wilkinson's catalyst; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1016/S0040-4039(97)01336-1

Reference yield:

: 196080-26-9
(3aR,4R,6S,7aS)-4-(2-Methoxymethoxy-ethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbaldehyde

: 196080-23-6
(S)-4-Benzyl-3-{3-[(2R,6R)-6-(2-methoxymethoxy-ethyl)-3,6-dihydro-2H-pyran-2-yl]-propionyl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / NaH / tetrahydrofuran / 0 °C

2: 75 percent / H₂ / (PPh₃)3RhCl / ethyl acetate

3: 99 percent / p-TsOH / methanol

4: 1.) (Imid)2C=S, 2.) P(OEt)3 / 1.) toluene, reflux, 2.) reflux

With hydrogen; sodium hydride; toluene-4-sulfonic acid; 1,1'-Thiocarbonyldiimidazole; triethyl phosphite; Wilkinson's catalyst; In tetrahydrofuran; methanol; ethyl acetate;
DOI:10.1016/S0040-4039(97)01336-1