(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

Base Information

Chemical Name:(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine
CAS No.:606970-47-2
Molecular Formula:C₂₅H₃₁NO₅
Molecular Weight:425.525
Hs Code.:

Synonyms:(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

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Chemical Property of (S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

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Technology Process of (S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

There total 3 articles about (S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine 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: 80.0%

: 606970-46-1
Allyl-[(S)-1-((3aS,5S,6R,6aS)-6-benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allyl]-amine

: 606970-47-2
(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

Guidance literature:: With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 35 ℃; for 3h;
DOI:10.1021/ol035117h

Reference yield:

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

: 606970-47-2
(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / CH₂Cl₂ / 2 h / 4 °C

2: 76 percent / diethyl ether / 24 h / 0 - 20 °C

3: 80 percent / Ndimethylbarbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 3 h / 35 °C

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane;
DOI:10.1021/ol035117h

Reference yield:

: Allyl-[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]-amine

: 606970-47-2
(S)-1-((3aS,5S,6R,6aS)-6-Benzyloxy-3a-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-allylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / diethyl ether / 24 h / 0 - 20 °C

2: 80 percent / Ndimethylbarbituric acid / Pd(PPh₃)4 / CH₂Cl₂ / 3 h / 35 °C

With 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; dichloromethane;
DOI:10.1021/ol035117h