(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

Base Information

Chemical Name:(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate
CAS No.:1609286-36-3
Molecular Formula:CF₃O₃S*C₁₆H₂₄ClN₂O
Molecular Weight:444.903
Hs Code.:

Synonyms:(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

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Chemical Property of (S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

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Technology Process of (S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

There total 7 articles about (S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate 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: 86.0%

: 1609286-29-4
(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane chloride

: 2926-30-9
sodium triflate

: 1609286-36-3
(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

Guidance literature:: In acetonitrile; at 20 ℃;

Reference yield:

: 96658-25-2
(2S,3R)-2-amino-3-(benzyloxy)butanamide

: 1609286-36-3
(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: borane-THF / tetrahydrofuran / 0 °C / Molecular sieve; Inert atmosphere; Reflux

2: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: borane-THF / tetrahydrofuran / 0 °C / Molecular sieve; Inert atmosphere; Reflux

4: N,N-dimethyl-formamide / 110 °C

5: 108 h / 20 °C / Inert atmosphere

6: acetonitrile / 20 °C

With dmap; borane-THF; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: (2S,3R)-methyl 2-amino-3-(benzyloxy)butanoate hydrochloride

: 1609286-36-3
(S)-2-((R)-1-(benzyloxy)ethyl)-1-(chloromethyl)-1,4-diazabicyclo[2.2.2]octane trifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydroxide; sodium hydrogencarbonate / chloroform / pH 12

1.2: 24 h / 60 °C

2.1: borane-THF / tetrahydrofuran / 0 °C / Molecular sieve; Inert atmosphere; Reflux

3.1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: borane-THF / tetrahydrofuran / 0 °C / Molecular sieve; Inert atmosphere; Reflux

5.1: N,N-dimethyl-formamide / 110 °C

6.1: 108 h / 20 °C / Inert atmosphere

7.1: acetonitrile / 20 °C

With dmap; borane-THF; sodium hydrogencarbonate; triethylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;