3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

Base Information

Chemical Name:3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole
CAS No.:1053244-57-7
Molecular Formula:C₃₉H₆₄N₂O₁₀SSi₃
Molecular Weight:837.267
Hs Code.:

3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

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Chemical Property of 3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

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Technology Process of 3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

There total 7 articles about 3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole 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:

: 16446-36-9
3-methoxy-isoxazole-5-carbaldehyde

: 152366-36-4
monic acid, N-p-toluenesulphonylmethyl amide, tris(trimethylsilyl ether)

: 1053244-57-7
3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

Guidance literature:: With triethylamine; triphenylphosphine; In tetrachloromethane; acetonitrile; at 20 ℃; for 2h;
DOI:10.7164/antibiotics.48.1336

Reference yield:

: 35166-36-0
3-methoxy-5-hydroxymethylisoxazole

: 1053244-57-7
3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / manganese dioxide / benzene / 3 h / Heating

2: triphenylphosphine, triethylamine / acetonitrile; CCl₄ / 2 h / 20 °C

With manganese(IV) oxide; triethylamine; triphenylphosphine; In tetrachloromethane; acetonitrile; benzene;
DOI:10.7164/antibiotics.48.1336

Reference yield:

: 66262-68-8,66290-01-5,70470-39-2
monic acid A

: 1053244-57-7
3-Methoxy-5-[2-((E)-2-methyl-3-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-yl}-propenyl)-4-(toluene-4-sulfonyl)-4,5-dihydro-oxazol-5-yl]-isoxazole

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) isobutyl chloroformate, triethylamine, ammonia, 2.) triethylamine, N,N-dimethylaminopyridine / 1.) THF, 0 deg C_. 0.75 h, 2.) 20 deg C, 1.5 h

2: tetrahydrofuran / 1.5 h / 20 °C

3: triethylamine / tetrahydrofuran / 1 h / 20 °C

4: 85 percent / triethylamine / dimethylformamide / 18 h / 20 °C

5: triphenylphosphine, triethylamine / acetonitrile; CCl₄ / 2 h / 20 °C

With dmap; ammonia; triethylamine; triphenylphosphine; isobutyl chloroformate; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.7164/antibiotics.48.1336