6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

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Chemical Name:6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one
CAS No.:911677-77-5
Molecular Formula:C₃₄H₄₀IN₃O₅SSi
Molecular Weight:757.765
Hs Code.:

6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1<i>H</i>-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

Synonyms:6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

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Chemical Property of 6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

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Technology Process of 6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

There total 9 articles about 6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one 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: 86.0%

: 911677-76-4
3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

: 911677-77-5
6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

Guidance literature:: With iodine; In pyridine; tetrachloromethane; at 20 ℃; for 24h;
DOI:10.1021/ol0617547

Reference yield:

: 911677-86-6
1-(3-bromo-6-iodo-5-methoxy-pyrazin-2-yl)-hex-5-en-1-ol

: 911677-77-5
6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

Guidance literature:: Multi-step reaction with 7 steps

1: 86 percent / imidazole / dimethylformamide / 16 h / 40 °C

2: 85 percent / LiCl; CuCl / Pd(PPh₃)4 / dimethylsulfoxide / 0.5 h / 20 °C

3: 82 percent / NaOAc / Pd(PPh₃)4 / dimethylformamide / 2 h / 150 °C

4: 80 percent / N-methylmorpholine-N-oxide; OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 h / 20 °C

5: Pd(OAc)2 / acetonitrile / 20 h / 20 °C

6: 917 mg / LiHMDS / tetrahydrofuran / -78 - -50 °C

7: 86 percent / iodine / CCl₄; pyridine / 24 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; iodine; sodium acetate; 4-methylmorpholine N-oxide; copper(l) chloride; lithium chloride; lithium hexamethyldisilazane; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; tetrachloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 2: Stille coupling reaction / 3: Heck reaction / 4: Saegusa oxidation / 5: Saegusa oxidation;
DOI:10.1021/ol0617547

Reference yield:

: 911677-73-1
2-bromo-5-iodo-6-methoxy-3-(1-triisopropylsilanyloxy-hex-5-enyl)-pyrazine

: 911677-77-5
6-iodo-3-methoxy-2-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-9-triisopropylsilanyloxy-8,9-dihydro-cycloheptapyrazin-5-one

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / LiCl; CuCl / Pd(PPh₃)4 / dimethylsulfoxide / 0.5 h / 20 °C

2: 82 percent / NaOAc / Pd(PPh₃)4 / dimethylformamide / 2 h / 150 °C

3: 80 percent / N-methylmorpholine-N-oxide; OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 20 h / 20 °C

4: Pd(OAc)2 / acetonitrile / 20 h / 20 °C

5: 917 mg / LiHMDS / tetrahydrofuran / -78 - -50 °C

6: 86 percent / iodine / CCl₄; pyridine / 24 h / 20 °C

With sodium periodate; osmium(VIII) oxide; iodine; sodium acetate; 4-methylmorpholine N-oxide; copper(l) chloride; lithium chloride; lithium hexamethyldisilazane; palladium diacetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; tetrachloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; 1: Stille coupling reaction / 2: Heck reaction / 3: Saegusa oxidation / 4: Saegusa oxidation;
DOI:10.1021/ol0617547