[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

Base Information

Chemical Name:[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine
CAS No.:664366-33-0
Molecular Formula:C₃₄H₃₅NO₅
Molecular Weight:537.656
Hs Code.:

Synonyms:[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

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Chemical Property of [1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

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Technology Process of [1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

There total 1 articles about [1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-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:

: 2018-90-8
naphthalen-2-ylmethylamine

: 302788-33-6
3,6-di-O-benzyl-4,5-O-isopropylidene-D-xylo-aldehydo-hexos-5-ulo-2,5-furanose

: 664366-33-0
[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

Guidance literature:: In dichloromethane; at 4 ℃; for 2h;
DOI:10.1021/ol035117h

Reference yield: 76.0%

: 664366-33-0
[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

: 1730-25-2
allylmagnesium bromide

: 606970-27-8
[(R)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-but-3-enyl]-naphthalen-2-ylmethyl-amine

Guidance literature:: In diethyl ether; at 0 - 20 ℃; for 24h;
DOI:10.1055/s-2003-41465

Reference yield:

: 664366-33-0
[1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-naphthalen-2-ylmethyl-amine

: C₅₈H₆₄Cl₆N₂O₁₆

Guidance literature:: Multi-step reaction with 6 steps

1.1: diethyl ether / 24 h / 0 - 20 °C

2.1: TFA / H₂O / 30 h

2.2: NaBH₃CN; AcOH / methanol / 30 h

3.1: pyridine / 5 h

4.1: 89 percent / DDQ / CH₂Cl₂; methanol / 1 h

5.1: 95 percent / pyridine / 2 h

6.1: 52 percent / (N,N'-Mes₂-imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / CH₂Cl₂ / 40 °C

With pyridine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; In methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/ol035117h