5-Isothiazol-5-yl-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-oxazole

Base Information

Chemical Name:5-Isothiazol-5-yl-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-oxazole
CAS No.:1054662-18-8
Molecular Formula:C₃₈H₆₂N₂O₈S₂Si₃
Molecular Weight:823.307
Hs Code.:

5-Isothiazol-5-yl-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-oxazole

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Chemical Property of 5-Isothiazol-5-yl-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-oxazole

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Technology Process of 5-Isothiazol-5-yl-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-oxazole

There total 5 articles about 5-Isothiazol-5-yl-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-oxazole 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:

: 5242-57-9
isothiazole-5-carboxaldehyde

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

: 1054662-18-8
5-Isothiazol-5-yl-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-oxazole

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

Reference yield:

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

: 1054662-18-8
5-Isothiazol-5-yl-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-oxazole

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

Reference yield:

: 133674-54-1
monic acid, tris(trimethylsilyl ether)

: 1054662-18-8
5-Isothiazol-5-yl-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-oxazole

Guidance literature:: Multi-step reaction with 4 steps

1: tetrahydrofuran / 1.5 h / 20 °C

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

3: 85 percent / triethylamine / dimethylformamide / 18 h / 20 °C

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

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