(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

Base Information

Chemical Name:(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one
CAS No.:214277-31-3
Molecular Formula:C₂₇H₂₆N₂O₅
Molecular Weight:458.514
Hs Code.:

Synonyms:(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

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Chemical Property of (+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

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Technology Process of (+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

There total 8 articles about (+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one 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: 82.0%

: 125299-56-1
(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

: 214277-31-3
(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 1h; Schlenk technique; Inert atmosphere;
DOI:10.1002/anie.201707737

Reference yield:

: 125326-16-1
(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5,11-dione

: 214277-31-3
(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LHMDS / 1.) THF, room temperature, 50 min, 2.) toluene, 2 h.

2: 76 percent / NaBH₄, HCl / tetrahydrofuran; ethanol / 2 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1021/jo972158g

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 214277-31-3
(+)-(11aS)-1,2,3,10,11,11a-hexahydro-9-(benzyloxy)-10-(benzyloxycarbonyl)-11-hydroxy-5H-pyrrolo<2,1-c><1,4>benzodiazepin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) LHMDS / 1.) THF, room temperature, 50 min, 2.) toluene, 2 h.

2: 76 percent / NaBH₄, HCl / tetrahydrofuran; ethanol / 2 h / 0 °C

With hydrogenchloride; sodium tetrahydroborate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol;
DOI:10.1021/jo972158g