Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

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Chemical Name:Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine
CAS No.:917222-29-8
Molecular Formula:C₂₂H₂₅NO₄
Molecular Weight:367.445
Hs Code.:

Synonyms:Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

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Chemical Property of Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

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Technology Process of Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

There total 6 articles about Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-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: 100.0%

: 100-46-9
benzylamine

: 145772-63-0
(3aS,5R,6R,6aS)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole-5-carbaldehyde

: 917222-29-8
Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at 4 ℃; for 16h;
DOI:10.1016/S0957-4166(02)00752-8

Reference yield:

: 41546-30-9
β-L-arabinose

: 917222-29-8
Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / aq. H₂SO₄; CuSO₄ / 22 h

2: 93 percent / PYRIDINE / 22 h / 50 °C

3: 94 percent / nAh; n-Bu₄NI / tetrahydrofuran / 4 h

4: 83 percent / HBr; AcOH / 0.02 h / 10 °C

5: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 20 °C

6: 100 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 4 °C

With pyridine; 4 A molecular sieve; sulfuric acid; hydrogen bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; copper(II) sulfate; acetic acid; In tetrahydrofuran; dichloromethane; 5: Dess-Martin oxidation;
DOI:10.1016/S0957-4166(02)00752-8

Reference yield:

: 172949-39-2
1,2-O-Isopropylidene-5-O-triphenylmethyl-α-L-xylofuranose

: 917222-29-8
Benzyl-[1-((3aS,5S,6R,6aS)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-meth-(E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / nAh; n-Bu₄NI / tetrahydrofuran / 4 h

2: 83 percent / HBr; AcOH / 0.02 h / 10 °C

3: 67 percent / Dess-Martin periodinane / CH₂Cl₂ / 4 h / 0 - 20 °C

4: 100 percent / 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 4 °C

With 4 A molecular sieve; hydrogen bromide; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; acetic acid; In tetrahydrofuran; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1016/S0957-4166(02)00752-8