(+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

Base Information

• Chemical Name: (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione
• CAS No.: 125299-58-3
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.374

Synonyms:(+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

Chemical Property of (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

Chemical Property:

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Technology Process of (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

There total 1 articles about (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione 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: 61.9%

(S)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione (24919-40-2,60269-66-1,18877-34-4) + benzyl chloroformate (501-53-1,94274-21-2) → (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione (125299-58-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; for 0.0416667h;

DOI:10.1016/S0040-4039(00)99602-3

Reference yield: 69.0%

(+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione (125299-58-3) → (+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one (214277-12-0)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 ℃; for 2h;

DOI:10.1021/jo972158g

Reference yield: 69.0%

(+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione (125299-58-3) → (S)-11-Hydroxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid benzyl ester (125299-59-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 0 ℃;

DOI:10.1016/S0040-4039(00)99602-3

upstream raw materials:

(S)-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

benzyl chloroformate

Downstream raw materials:

(S)-11-Hydroxy-5-oxo-2,3,11,11a-tetrahydro-1H,5H-benzo[e]pyrrolo[1,2-a][1,4]diazepine-10-carboxylic acid benzyl ester

(+)-(11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

(+)-(11S,11aS)-1,2,3,10,11,11a-hexahydro-10-(benzyloxycarbonyl)-11-(3'-indolyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

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