(1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

Base Information

Chemical Name:(1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol
CAS No.:1345989-14-1
Molecular Formula:C₁₄H₁₉NO₃
Molecular Weight:249.31
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

Chemical Property:

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Technology Process of (1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

There total 6 articles about (1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-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:

: 1345989-13-0
C₁₄H₁₇NO₃

: 1345989-14-1
(1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

Guidance literature:: With samarium diiodide; tert-butyl alcohol; In tetrahydrofuran; at -78 ℃; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c1ob06244a

Reference yield:

: 1345989-06-1
(2R,4R)-1-hydroxy-2-(3,3-dimethoxypropyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine

: 1345989-14-1
(1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: manganese(IV) oxide / dichloromethane / 0 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.08 h

3.1: sodium hydride / tetrahydrofuran

3.2: 0.5 h

4.1: water; toluene-4-sulfonic acid / acetone / 1 h / Reflux

5.1: samarium diiodide; tert-butyl alcohol / tetrahydrofuran / -78 °C / Inert atmosphere

With manganese(IV) oxide; samarium diiodide; tetrabutyl ammonium fluoride; water; sodium hydride; toluene-4-sulfonic acid; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1039/c1ob06244a

Reference yield:

: 1345989-12-9
(3R,5R)-3-(benzyloxy)-5-(3,3-dimethoxypropyl)pyrroline N-oxide

: 1345989-14-1
(1S,2S,5R,7R)-7-(benzyloxy)-8-azabicyclo[3.2.1]octane-2,8-diol

Guidance literature:: Multi-step reaction with 2 steps

1: water; toluene-4-sulfonic acid / acetone / 1 h / Reflux

2: samarium diiodide; tert-butyl alcohol / tetrahydrofuran / -78 °C / Inert atmosphere

With samarium diiodide; water; toluene-4-sulfonic acid; tert-butyl alcohol; In tetrahydrofuran; acetone;
DOI:10.1039/c1ob06244a