(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

Base Information

Chemical Name:(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione
CAS No.:913071-26-8
Molecular Formula:C₃₂H₅₅NO₅Si₃
Molecular Weight:618.049
Hs Code.:

Synonyms:(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

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Chemical Property of (-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

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Technology Process of (-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

There total 4 articles about (-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione 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: 85.0%

: 913071-22-4
(+)-2-((1S,4R,5S,6S)-4,5,6-trihydroxycyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

: 994-30-9
triethylsilyl chloride

: 913071-26-8
(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1016/j.bmc.2006.05.080

Reference yield:

: 872976-89-1
(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[tert-butyl(dimethyl)silyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

: 913071-26-8
(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / p-toluenesulfonic acid / methanol / 0.75 h / 65 °C

2: 85 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.080

Reference yield:

: 136918-14-4,85-41-6
phthalimide

: 913071-26-8
(-)-2-((1S,4R,5S,6S)-4,5,6-tris-{[triethylsilyl]oxy}cyclohex-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: diethyl azodicarboxylate; PPh₃ / toluene / 6 h / 0 °C

2: 90 percent / p-toluenesulfonic acid / methanol / 0.75 h / 65 °C

3: 85 percent / imidazole / dimethylformamide / 15 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmc.2006.05.080