(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

Base Information

Chemical Name:(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine
CAS No.:1245285-97-5
Molecular Formula:C₁₅H₂₂N₂O₃
Molecular Weight:278.351
Hs Code.:

Synonyms:(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

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Chemical Property of (3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

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Technology Process of (3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

There total 4 articles about (3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine 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: 82.0%

: 107-15-3,85404-18-8
ethylenediamine

: (1R,4S,5R,8R)-4-benzenesulfonyloxy-8-benzyloxy-2,6-dioxabicyclo<3.3.0>octane

: 1245285-97-5
(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

Guidance literature:: With lithium chloride; at 160 ℃; for 24h; Sealed tube;
DOI:10.1016/j.tetasy.2010.04.065

Reference yield:

: 100-44-7
benzyl chloride

: 1245285-97-5
(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydride; lithium chloride / dimethyl sulfoxide / 0.33 h / 90 °C

1.2: 18 h

2.1: triethylamine / 10 h / Inert atmosphere

3.1: lithium chloride / 24 h / 160 °C

With lithium hydride; triethylamine; lithium chloride; In dimethyl sulfoxide;
DOI:10.1039/c1nj20588a

Reference yield:

: 652-67-5
Isosorbide

: 1245285-97-5
(3R,3aR,6R,6aS)-N-(2-aminoethyl)-6-(benzyloxy)-hexahydrofuro[3,2-b]furan-3-amine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydride; lithium chloride / dimethyl sulfoxide / 0.33 h / 90 °C

1.2: 18 h

2.1: triethylamine / 10 h / Inert atmosphere

3.1: lithium chloride / 24 h / 160 °C

With lithium hydride; triethylamine; lithium chloride; In dimethyl sulfoxide;
DOI:10.1039/c1nj20588a