(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

Base Information

Chemical Name:(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol
CAS No.:1333213-08-3
Molecular Formula:C₁₅H₂₁NO₅
Molecular Weight:295.335
Hs Code.:

Synonyms:(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

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Chemical Property of (S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

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Technology Process of (S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

There total 5 articles about (S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol 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: 84.0%

: 1333213-07-2
(2S,4S,6R)-2-(3,4-dimethoxyphenyl)-6-((S)-1,4-dioxaspiro[4,5]decane-2-yl)-7-oxa-1-azabicyclo[2.2.1]heptane

: 1333213-08-3
(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 3h;
DOI:10.1021/ol2019967

Reference yield:

: 5763-61-1
3,4-dimethoxybenzylamine

: 1333213-08-3
(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: magnesium sulfate / tetrahydrofuran / 0.17 h / 5 °C / Inert atmosphere

1.2: 5 - 20 °C / Inert atmosphere

2.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

3.1: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h

4.1: toluene / 30 h / Reflux; Inert atmosphere

5.1: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C

With hydrogenchloride; sodium tungstate heptahydrate; dihydrogen peroxide; magnesium sulfate; In tetrahydrofuran; diethyl ether; water; acetone; toluene;
DOI:10.1021/ol2019967

Reference yield:

: 1333213-03-8
C₁₈H₂₅NO₄

: 1333213-08-3
(S)-1-((2R,4S,6S)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

2: sodium tungstate heptahydrate; dihydrogen peroxide / water; acetone / 12 h

3: toluene / 30 h / Reflux; Inert atmosphere

4: hydrogenchloride / tetrahydrofuran; water / 3 h / 0 °C

With hydrogenchloride; sodium tungstate heptahydrate; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; water; acetone; toluene;
DOI:10.1021/ol2019967