C₂₃H₂₄N₂O

Base Information

• Chemical Name: C₂₃H₂₄N₂O
• CAS No.: 122490-85-1
• Molecular Formula: C₂₃H₂₄N₂O
• Molecular Weight: 344.456

Synonyms:C₂₃H₂₄N₂O

Chemical Property of C₂₃H₂₄N₂O

Chemical Property:

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Technology Process of C₂₃H₂₄N₂O

There total 21 articles about C₂₃H₂₄N₂O 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: 95.0%

(6S,10S,8E)-12-Benzyl-5-methyl-6,7,10,11-tetrahydro-6,10-epimino-5H-cyclooctindole-9-carbaldehyde (143120-74-5) → C23H24N2O (122490-85-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 2h; Ambient temperature;

DOI:10.1039/a606081a

Reference yield: 91.0%

5-methyl-9-formyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole (122490-84-0,143120-74-5) → 5-methyl-9-hydroxymethyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole (122490-85-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)88507-0

Reference yield:

(3S)-3-amino-4-(1H-indol-3-yl)butanenitrile (66087-99-8) → C23H24N2O (122490-85-1)

Guidance literature:

Multi-step reaction with 9 steps

1: CHCl₃ / 100 h / Heating

2: TFA / 0.5 h / 0 °C

3: 44 percent / NaHCO₃ / CH₂Cl₂ / 96 h / Heating

4: 92 percent / NaH / dimethylformamide / 1.) 0 deg C, 1 h, 2.) r.t., 30 min

5: LiNEt₂ / tetrahydrofuran; hexane / 1 h / -78 °C

6: 90 percent / NaBH₄ / methanol / 2 h / Ambient temperature

7: 87 percent / POCl₃, pyridine / benzene / 48 h / Heating

8: 99 percent / DIBAL / CH₂Cl₂ / 1.) -78 deg C, 30 min, 2.) r.t., 5 h

9: 95 percent / NaBH₄ / methanol / 2 h / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium diethylamide; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; benzene;

DOI:10.1039/a606081a

upstream raw materials:

5-methyl-9-formyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole

2'-phenylsulfinyl-5-methyl-12-benzyl-6,7,8,9,10,11-hexahydro-oxirano-spiro<2',9>-6,10-imino-5H-cyclooctindole

5-methyl-9-hydroxy-9α-chloro-phenylsulfinylmethyl-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

(+/)-5-Methyl-9-oxo-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctindole

Downstream raw materials:

C₂₈H₃₂N₂O₂

C₂₈H₃₂N₂O₂

C₂₈H₃₂N₂O₂

5-methyl-9-butyryloxymethyl-12-benzyl-6,7,10,11-tetrahydro-6,10-imino-5H-cyclooctindole

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