benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

Base Information

Chemical Name:benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate
CAS No.:890750-56-8
Molecular Formula:C₂₈H₂₆BrFN₂O₃
Molecular Weight:537.428
Hs Code.:

Synonyms:benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

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Chemical Property of benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

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Technology Process of benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

There total 12 articles about benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate 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: 62.0%

: benzyl [(2S,3aR,12bS)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

: 598-21-0
2-Bromoacetyl bromide

: 890750-56-8
benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

Guidance literature:: With sodium hydroxide; In water; ethyl acetate;

Reference yield: 62.0%

: benzyl [(2S,3aR,12bS)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

: 598-21-0
2-Bromoacetyl bromide

: 890750-56-8
benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

Guidance literature:: With sodium hydroxide; In water; ethyl acetate;

Reference yield:

: 887611-88-3
(11Z)-11-{[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-8-fluoro-5,11-dihydro-10H-dibenzo[a,d]cyclohepten-10-one

: 890750-56-8
benzyl [(2S,3aR,12bS)-1-(bromoacetyl)-11-fluoro-1,2,3,3a,8,12b-hexahydrodibenzo[3,4:6,7]cyclohepta[1,2-b]pyrrol-2-yl]methylcarbamate

Guidance literature:: Multi-step reaction with 10 steps

1.1: hydrogen; triethylamine / palladium 10% on activated carbon / isopropyl alcohol / 6 h

1.2: 1 h / 40 °C

2.1: sodium tetrahydroborate / isopropyl alcohol / 1 h / 0 - 20 °C / pH 7 / Aqueous phosphate buffer

3.1: di-isopropyl azodicarboxylate / tetrahydrofuran / 0.33 h / -30 °C

3.2: -30 - 20 °C

4.1: hydrogenchloride / tetrahydrofuran; water / 8 h / 20 °C

4.2: 0 °C

5.1: triethylamine / di(n-butyl)tin oxide / toluene / 20 °C

6.1: sodium azide / N,N-dimethyl-formamide / 2 h / 90 °C

7.1: dmap; triethylamine / dichloromethane / 0.17 h / 20 °C

8.1: hydrogen / palladium 10% on activated carbon / methanol

9.1: triethylamine / dichloromethane / 1 h / -20 °C

10.1: sodium hydroxide / water; ethyl acetate

With hydrogenchloride; dmap; sodium hydroxide; sodium tetrahydroborate; sodium azide; di-isopropyl azodicarboxylate; hydrogen; triethylamine; palladium 10% on activated carbon; di(n-butyl)tin oxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; toluene;