methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

Base Information

Chemical Name:methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate
CAS No.:1333380-21-4
Molecular Formula:C₃₆H₃₀N₂O₈S
Molecular Weight:650.709
Hs Code.:

methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

Synonyms:methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

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Chemical Property of methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

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Technology Process of methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

There total 10 articles about methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-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: 20.0%

: 1333380-16-7
(S,E)-methyl 2-(3-(benzo[d][1,3]dioxol-5-yl)-N-benzylacrylamido)-3-(5-hydroxy-1-tosyl-1H-indol-3-yl)propanoate

: 1333380-21-4
methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

Guidance literature:: With bis-[(trifluoroacetoxy)iodo]benzene; In 1,1,1,3',3',3'-hexafluoro-propanol; at 20 ℃; for 4h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol2021669

Reference yield:

: 1333380-12-3
methyl (S)-2-amino-3-(5-((tert-butyldiphenylsilyl)oxy)-1H-indol-3-yl)propanoate

: 1333380-21-4
methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium cyanoborohydride

2: potassium carbonate / toluene / 90 °C

3: sodium hydroxide

4: tetrabutyl ammonium fluoride

5: bis-[(trifluoroacetoxy)iodo]benzene / 1,1,1,3',3',3'-hexafluoro-propanol / 4 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium cyanoborohydride; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; sodium hydroxide; In 1,1,1,3',3',3'-hexafluoro-propanol; toluene;
DOI:10.1021/ol2021669

Reference yield:

: 1333380-13-4
C₃₅H₃₈N₂O₃Si

: 1333380-21-4
methyl (1R,8S,10aR)-1-(benzo[d][1,3]dioxol-5-yl)-9-benzyl-10-oxo-5-tosyl-5,7,8,9,10,10a-hexahydro-1H-2-oxa-5,9-diazacycloocta[jkl]-as-indacene-8-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / toluene / 90 °C

2: sodium hydroxide

3: tetrabutyl ammonium fluoride

4: bis-[(trifluoroacetoxy)iodo]benzene / 1,1,1,3',3',3'-hexafluoro-propanol / 4 h / 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; sodium hydroxide; In 1,1,1,3',3',3'-hexafluoro-propanol; toluene;
DOI:10.1021/ol2021669