Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

Base Information

• Chemical Name: Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate
• CAS No.: 164225-52-9
• Molecular Formula: C₂₈H₃₂N₂O₅
• Molecular Weight: 476.572

Synonyms:Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

Chemical Property of Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

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Technology Process of Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

There total 1 articles about Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate 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: 92.0%

Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-acetyl-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate (164225-51-8) → Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate (164225-52-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -10 ℃; for 1.25h;

DOI:10.1021/jo00115a044

Reference yield: 88.0%

Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate (164225-52-9) + 4-nitro-benzoic acid (62-23-7) → Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-<1'(S)-<<(p-nitrophenyl)carbonyl>oxy>ethyl>-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo00115a044

Reference yield: 85.0%

Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-(1'(R)-hydroxyethyl)-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate (164225-52-9) → Benzyl <3S*-(3α,5β,15α,19β,20β)>-1,3,5,6,14,15,16,17,20,21-decahydro-19-methyl-17-oxo-19H-indolo<2,3-a>pyrano<3,4-g>quinolizine-5-carboxylate

Guidance literature:

With tert-butyldimethylsiloxy triflate; In dichloromethane; 1.) 0 deg C, 30 min, 2.) r.t., 3 h;

DOI:10.1021/jo00115a044

upstream raw materials:

Benzyl <3S*-(3α,5β,15α,16β)>-1,3,5,6,14,15,16,17-octahydro-16-acetyl-15-<(methoxycarbonyl)methyl>indolo<2,3-a>quinolizine-5-carboxylate

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