(2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole

Base Information

• Chemical Name: (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole
• CAS No.: 170300-17-1
• Molecular Formula: C₂₄H₂₃N₃O₅
• Molecular Weight: 433.464

Synonyms:(2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole

Chemical Property of (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole

Chemical Property:

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Technology Process of (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole

There total 2 articles about (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole 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: 75.0%

(1S,3S,2'S)-1-<2'-benzyloxycarbonyl-2'-(benzyloxycarbonyl)amino>ethyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline (170300-08-0) → (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole (170300-17-1)

Guidance literature:

In xylene; Heating;

DOI:10.1016/0040-4020(95)00402-T

Reference yield: 70.0%

(1S,3S,2'S)-1-<2'-benzyloxycarbonyl-2'-(benzyloxycarbonyl)amino>ethyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline (170300-08-0) → (2S,5S,11bR)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole (170552-54-2) + (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole (170300-17-1)

Guidance literature:

With trifluoroacetic acid; In toluene; for 4h; Yields of byproduct given; Heating;

DOI:10.1016/0040-4020(95)00402-T

Reference yield: 97.0%

(2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole (170300-17-1) → (2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-carboxy-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino-<8,7-b>indole (170300-20-6)

Guidance literature:

With sodium hydroxide; In methanol; for 18h; Ambient temperature;

DOI:10.1016/0040-4020(95)00402-T

upstream raw materials:

(1S,3S,2'S)-1-<2'-benzyloxycarbonyl-2'-(benzyloxycarbonyl)amino>ethyl-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline

Downstream raw materials:

(2S,5S,11bS)-2-(benzyloxycarbonyl)amino-5-carboxy-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino-<8,7-b>indole

(2S,5S,11bR)-2-(benzyloxycarbonyl)amino-5-methoxycarbonyl-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino<8,7-b>indole

(2S,5S,11bR)-2-(benzyloxycarbonyl)amino-5-carboxy-3-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino-<8,7-b>indole

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