8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

Base Information

Chemical Name:8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol
CAS No.:107704-37-0
Molecular Formula:C₃₅H₄₀N₂O₅
Molecular Weight:568.713
Hs Code.:

Synonyms:8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

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Chemical Property of 8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

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Technology Process of 8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

There total 10 articles about 8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol 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: 96.0%

: 107704-36-9
3-Benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol-8-ol

: 108-24-7
acetic anhydride

: 107704-37-0
8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

Guidance literature:: With pyridine; dmap; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86686-2

Reference yield:

: 107688-36-8
3-(3-Benzyloxypropyl)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizin

: 107704-37-0
8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

Guidance literature:: Multi-step reaction with 2 steps

1: H₂O / tetrahydrofuran

2: acetylation

With water; In tetrahydrofuran;
DOI:10.1002/hlca.19860690225

Reference yield:

: 61-54-1
tryptamine

: 107704-37-0
8-Acetoxy-3-benzyloxycarbonyl-5-(3-benzyloxypropyl)-1,2,4,5,6,7,8,9-octahydro-3H-azecino<5,4-b>indol

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / glacial acetic acid / 7 h / Heating

2: 1) aq. NaOH / 1) ethanol, 30 min, reflux, 2) 180 deg C, vacuum

3: 95 percent / LiAlH₄ / tetrahydrofuran / 1.5 h / Heating

4: 70 percent / 15 percent K₂CO₃ / tetrahydrofuran / 3 h / Heating

5: 96 percent / 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; dmap; sodium hydroxide; lithium aluminium tetrahydride; potassium carbonate; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)86686-2