9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

Base Information

Chemical Name:9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester
CAS No.:864448-44-2
Molecular Formula:C₁₈H₂₅FN₂O₃
Molecular Weight:336.407
Hs Code.:

Synonyms:9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

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Chemical Property of 9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

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Technology Process of 9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

There total 7 articles about 9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester 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: 67.0%

: 864448-41-9
3-oxa-7,9-diaza-bicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

: 352-11-4
1-chloromethyl-4-fluorobenzene

: 864448-44-2
9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

Guidance literature:: With sodium hydrogencarbonate; In ethanol; for 1.5h; Heating / reflux;

Reference yield:

: 864448-25-9
(S)-ethyl 2-bromo-3-(N-((R)-2-bromo-3-ethoxy-3-oxopropyl)phenyl-sulfonamido)propanoate

: 864448-44-2
9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene / 1.5 h / 90 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.33 h / Heating / reflux

3.1: thionyl chloride / DMF (N,N-dimethyl-formamide); toluene / 1.25 h / 20 - 170 °C / Heating / reflux

4.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; xylene / 2 h / Heating / reflux

5.1: tert-butyl methyl ether / 1 h / 20 °C

6.1: hydrogen / palladium on activated charcoal / ethanol / 1 h / 20 °C / 760.05 Torr

6.2: pH ~ 10

7.1: sodium hydrogencarbonate / ethanol / 1.5 h / Heating / reflux

With lithium aluminium tetrahydride; thionyl chloride; hydrogen; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; tert-butyl methyl ether; toluene; xylene;

Reference yield:

: 864448-27-1
cis-(1-benzyl-4-(phenylsulfonyl)piperazine-2,6-diyl)dimethanol

: 864448-44-2
9-(4-fluorobenzyl)-3-oxa-7,9-diazabicyclo[3.3.1]nonane-7-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / DMF (N,N-dimethyl-formamide); toluene / 1.25 h / 20 - 170 °C / Heating / reflux

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene; xylene / 2 h / Heating / reflux

3.1: tert-butyl methyl ether / 1 h / 20 °C

4.1: hydrogen / palladium on activated charcoal / ethanol / 1 h / 20 °C / 760.05 Torr

4.2: pH ~ 10

5.1: sodium hydrogencarbonate / ethanol / 1.5 h / Heating / reflux

With thionyl chloride; hydrogen; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; In DMF (N,N-dimethyl-formamide); ethanol; tert-butyl methyl ether; toluene; xylene;