12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

Base Information

Chemical Name:12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A
CAS No.:187242-51-9
Molecular Formula:C₃₅H₄₀N₄O₄Se
Molecular Weight:659.687
Hs Code.:

Synonyms:12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

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Chemical Property of 12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

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Technology Process of 12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

There total 2 articles about 12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A 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: 80.0%

: 1666-13-3
diphenyl diselenide

: 187242-50-8
12a-cyano-17-bromo-17,N-seco-marcfortine A

: 187242-51-9
12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.5h; Ambient temperature;
DOI:10.1021/jo9622791

Reference yield:

: marcfortine A

: 187242-51-9
12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / CHCl₃ / 24 h / Heating

2: 80 percent / NaBH₄ / methanol / 0.5 h / Ambient temperature

With sodium tetrahydroborate; In methanol; chloroform;
DOI:10.1021/jo9622791

Reference yield:

: 187242-51-9
12a-cyano-17-(phenylselenyl)-17,N-seco-marcfortine A

: 77392-58-6
Paraherquamide

Guidance literature:: Multi-step reaction with 11 steps

1: 1) aq. NaIO₄ / 1) EtOH, CH₂Cl₂, RT, 0.5 h, 2) benzene, reflux, 15 min

2: 50 percent / NaOH / ethane-1,2-diol / 0.25 h / 130 °C

3: 70 percent / 4-methylmorpholine N-oxide, OsO₄ / acetone; H₂O; 2-methyl-propan-2-ol / 16 h / Ambient temperature

4: 1) NaIO₄, 2) NaBH₄ / 1) ethanol, 0 deg C, 20 min, 2) 10 min

5: 40 percent / NaHCO₃, I₂ / tetrahydrofuran; H₂O / 1 h / Ambient temperature

6: 1) LDA, phenylselenyl chloride, 2) aq. H₂O₂ / 1) THF, -78 deg C, 2) RT, 0.5 h

7: 58 percent / benzyltrimethylammonium hydroxide, tert-butyl hydroperoxide / tetrahydrofuran; decane / 2 h / Ambient temperature

8: 85 percent / SmI₂ / tetrahydrofuran; methanol / 0 °C

9: 1) LAH, AlCl₃, 2) NaCNBH₃ / 1) THF, -45 to -15 deg C, 20 min, 2) water, CH₂Cl₂

10: 71 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.17 h / -78 °C

11: 50 percent Turnov_. / tetrahydrofuran / 0.67 h / -78 - -20 °C

With tert.-butylhydroperoxide; sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; aluminium trichloride; Phenylselenyl chloride; samarium diiodide; oxalyl dichloride; dihydrogen peroxide; iodine; N-benzyl-trimethylammonium hydroxide; sodium cyanoborohydride; sodium hydrogencarbonate; dimethyl sulfoxide; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; decane; dichloromethane; water; ethylene glycol; acetone; tert-butyl alcohol;
DOI:10.1021/jo9622791