5-<<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>methyl>benzamide oxime

Base Information

• Chemical Name: 5-<<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>methyl>benzamide oxime
• CAS No.: 161459-80-9
• Molecular Formula: C₃₀H₅₄N₂O₇Si₃
• Molecular Weight: 639.024

Synonyms:5-<<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>methyl>benzamide oxime

Chemical Property of 5-<<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>methyl>benzamide oxime

Chemical Property:

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Safty Information:

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Technology Process of 5-<<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>methyl>benzamide oxime

There total 2 articles about 5-<<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>methyl>benzamide oxime 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: 76.0%

N-hydroxybenzenecarboximidamide (613-92-3) + C27H57O10PSi3 (161459-77-4) → 5-<<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>methyl>benzamide oxime (161459-80-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/0040-4039(94)88527-3

Reference yield:

6,7,13-O-tris(trimethylsilyl)-1,15-bisnormon-3-yl diethyl phosphate (161459-76-3) → 5-<<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>methyl>benzamide oxime (161459-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ozone / CH₂Cl₂ / -70 °C

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

With ozone; triethylamine; In dichloromethane;

DOI:10.1021/jm960738k

Reference yield: 45.0%

5-<<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>methyl>benzamide oxime (161459-80-9) → 5-{(2S,3S,4R,5S)-5-[(2S,3S)-3-((1R,2S)-1-Methyl-2-trimethylsilanyloxy-propyl)-oxiranylmethyl]-3,4-bis-trimethylsilanyloxy-tetrahydro-pyran-2-ylmethyl}-3-phenyl-[1,2,4]oxadiazole (169603-26-3)

Guidance literature:

In diethylene glycol dimethyl ether; at 120 ℃; for 4h;

DOI:10.1021/jm960738k

upstream raw materials:

N-hydroxybenzenecarboximidamide

C₂₇H₅₇O₁₀PSi₃

6,7,13-O-tris(trimethylsilyl)-1,15-bisnormon-3-yl diethyl phosphate

Downstream raw materials:

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

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