(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

Base Information

Chemical Name:(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol
CAS No.:1609184-09-9
Molecular Formula:C₂₀H₂₂N₄O₁₀S₂
Molecular Weight:542.547
Hs Code.:

Synonyms:(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

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Chemical Property of (1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

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Technology Process of (1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

There total 9 articles about (1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol 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: 85.0%

: 1609184-08-8
(R)-7-methylene-1,5-bis((2-nitrobenzene)sulfonyl)-1,5-diazecan-3-ol

: 1609184-09-9
(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

Guidance literature:: With dimethylsulfide; ozone; In methanol; dichloromethane; at -78 - 20 ℃; Inert atmosphere;
DOI:10.1021/ol5010033

Reference yield:

: 1609184-06-6
(S)-N-(5-(N-allyloxycarbonyl-2-nitrobenzenesulfonamido)-2-methylenepentyl)-N-glycidyl-2-nitrobenzenesulfonamide

: 1609184-09-9
(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

Guidance literature:: Multi-step reaction with 3 steps

1: HSiPh₃; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 2 h / 20 °C / Inert atmosphere

2: caesium carbonate / acetonitrile / 24 h / 80 °C / Inert atmosphere

3: ozone; dimethylsulfide / dichloromethane; methanol / -78 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; caesium carbonate; ozone; acetic acid; HSiPh₃; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/ol5010033

Reference yield:

: 1071056-81-9
5-((tert-butyldimethylsilyl)oxy)-2-methylenepentan-1-ol

: 1609184-09-9
(1R,7S)-3,9-bis(2-nitrobenzenesulfonyl)-11-oxa-3,9-diazabicyclo[5.3.1]undecan-7-ol

Guidance literature:: Multi-step reaction with 6 steps

1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.67 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / 20 °C / Inert atmosphere

3: triphenylphosphine; azodicarboxylic acid bis(2-methoxyethyl) ester / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

4: HSiPh₃; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid / 2 h / 20 °C / Inert atmosphere

5: caesium carbonate / acetonitrile / 24 h / 80 °C / Inert atmosphere

6: ozone; dimethylsulfide / dichloromethane; methanol / -78 - 20 °C / Inert atmosphere

With azodicarboxylic acid bis(2-methoxyethyl) ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide; tetrabutyl ammonium fluoride; caesium carbonate; ozone; acetic acid; triphenylphosphine; diethylazodicarboxylate; HSiPh₃; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile; 1: |Mitsunobu Displacement;
DOI:10.1021/ol5010033