9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

Base Information

Chemical Name:9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline
CAS No.:203717-20-8
Molecular Formula:C₂₈H₃₄N₂OSi
Molecular Weight:442.676
Hs Code.:

Synonyms:9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

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Chemical Property of 9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

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Technology Process of 9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

There total 5 articles about 9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline 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%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 203717-17-3
1-(9-Benzyl-9H-β-carbolin-1-yl)-but-3-en-1-ol

: 203717-20-8
9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

Guidance literature:: With silver nitrate; In pyridine; for 0.5h; Ambient temperature;
DOI:10.1016/S0223-5234(97)89645-6

Reference yield:

: 3464-66-2
methyl 9H-pyrido[3,4-b]indole-1-carboxylate

: 203717-20-8
9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

Guidance literature:: Multi-step reaction with 4 steps

1: 88.6 percent / NaH / hexamethylphosphoric acid triamide / 0 deg C to r.t., overnight

2: 72 percent / DIBAL-H / toluene / -78 °C

3: 75 percent / I₂ / tetrahydrofuran; diethyl ether / 4 h / -20 deg C to r.t.

4: 80 percent / AgNO₃ / pyridine / 0.5 h / Ambient temperature

With iodine; sodium hydride; diisobutylaluminium hydride; silver nitrate; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; toluene;
DOI:10.1016/S0223-5234(97)89645-6

Reference yield:

: 100-44-7
benzyl chloride

: 203717-20-8
9-Benzyl-1-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-enyl]-9H-β-carboline

Guidance literature:: Multi-step reaction with 4 steps

1: 88.6 percent / NaH / hexamethylphosphoric acid triamide / 0 deg C to r.t., overnight

2: 72 percent / DIBAL-H / toluene / -78 °C

3: 75 percent / I₂ / tetrahydrofuran; diethyl ether / 4 h / -20 deg C to r.t.

4: 80 percent / AgNO₃ / pyridine / 0.5 h / Ambient temperature

With iodine; sodium hydride; diisobutylaluminium hydride; silver nitrate; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; toluene;
DOI:10.1016/S0223-5234(97)89645-6