(1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate

Base Information

• Chemical Name: (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate
• CAS No.: 1359021-50-3
• Molecular Formula: C₄₄H₅₇N₃O₁₀Si
• Molecular Weight: 816.036

Synonyms:(1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate

Chemical Property of (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate

There total 17 articles about (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5⁽⁹⁾,7,12,15⁽²⁰⁾,16,18-hexaen-16-yl tert-butyl carbonate 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: 3.0%

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione (852821-06-8) + phenyl 6-{[(tert-butoxy)carbonyl]oxy}-3-methoxy-2-methyl-4-(pyrrolidin-2-yl)benzoate (1359021-41-2) → (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5(9),7,12,15(20),16,18-hexaen-16-yl tert-butyl carbonate (1359021-50-3)

Guidance literature:

phenyl 6-{[(tert-butoxy)carbonyl]oxy}-3-methoxy-2-methyl-4-(pyrrolidin-2-yl)benzoate; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; diisopropylamine; In tetrahydrofuran; hexanes; at -78 ℃; for 0.5h;

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione; In tetrahydrofuran; hexanes; at -100 - 0 ℃; for 1.5h;

In tetrahydrofuran; hexanes; at 0 ℃; pH=7; Aqueous potassium phosphate buffer;

Reference yield:

C63H71N3O10Si (1359021-49-0) → (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5(9),7,12,15(20),16,18-hexaen-16-yl tert-butyl carbonate (1359021-50-3)

Guidance literature:

C₆₃H₇₁N₃O₁₀Si; With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.75h;

With sodium hydrogencarbonate; In tetrahydrofuran; water;

Reference yield:

(3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-[1-(triphenylmethyl)pyrrolidin-2-yl]-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5(9),7,12,15(20),16,18-hexaen-16-yl tert-butyl carbonate → (1R,3S,4S,11S)-8-(benzyloxy)-11-[(tert-butyldimethylsilyl)oxy]-4-(dimethylamino)-12-hydroxy-19-methoxy-10,14-dioxo-18-(pyrrolidin-2-yl)-6-oxa-7-azapentacyclo[11.8.0.03,11.05,9.015,20]henicosa-5(9),7,12,15(20),16,18-hexaen-16-yl tert-butyl carbonate (1359021-50-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.75h;

DOI:10.1038/ja.2017.86

upstream raw materials:

2-methoxy-6-methylbenzeneamine

(4aS,8aS,9S)-3-(benzyloxy)-4a-(tert-butyldimethylsilyloxy)-9-(dimethylamino)-8a,9-dihydronaphtho[2,3-d]isoxazole-4,5(4aH,8H)-dione

phenyl 6-{[(tert-butoxy)carbonyl]oxy}-3-methoxy-2-methyl-4-(pyrrolidin-2-yl)benzoate

4-bromo-2-methoxy-6-methyl-benzonitrile

Downstream raw materials:

C₃₄H₃₇N₃O₈

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