2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

Base Information

Chemical Name:2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole
CAS No.:1053301-51-1
Molecular Formula:C₃₁H₅₃NO₆Si₃
Molecular Weight:620.021
Hs Code.:

2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

Synonyms:2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

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Chemical Property of 2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

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Technology Process of 2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

There total 5 articles about 2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-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: 31.0%

: 161459-79-6
2-<5(S)-<2(S),3(S)-epoxy-5(S)-<(trimethylsilyl)oxy>-4(S)-methylhexyl>-3(R),4(R)-bis<(trimethylsilyl)oxy>tetrahydropyran-2(S)-yl>-N-(2-phenyl-2-oxoethyl)acetamide

: 1053301-51-1
2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

Guidance literature:: With pyridine; trifluoroacetyl chloride; In dichloromethane; for 0.5h; Ambient temperature;
DOI:10.1021/jm960738k

Reference yield:

: 5468-37-1
2-aminoacetophenone hydrochloride

: 1053301-51-1
2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 0.33 h / -30 - 20 °C

2: 31 percent / pyridine, trichloroacetyl chloride / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; triethylamine; trifluoroacetyl chloride; In dichloromethane;
DOI:10.1021/jm960738k

Reference yield:

: 87407-95-2
<(2S,3R,4R,5S)-3,4-bis<(trimethylsilyl)oxy>-5-<(2S,3S,4S,5S)-2,3-epoxy-5-<(trimethylsilyl)oxy>-4-methylhexyl>tetrahydropyran-2-yl>acetone

: 1053301-51-1
2-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-5-phenyl-oxazole

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 30 min, 2.) THF, a) from -78 deg C to RT, 30 min, b) RT, 30 min

2: ozone / CH₂Cl₂ / -70 °C

3: triethylamine / CH₂Cl₂ / 0.33 h / -30 - 20 °C

4: 31 percent / pyridine, trichloroacetyl chloride / CH₂Cl₂ / 0.5 h / Ambient temperature

With pyridine; ozone; triethylamine; trifluoroacetyl chloride; lithium diisopropyl amide; In dichloromethane;
DOI:10.1021/jm960738k