(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

Base Information

Chemical Name:(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran
CAS No.:124516-95-6
Molecular Formula:C₂₁H₃₄O₄Si
Molecular Weight:378.584
Hs Code.:

Synonyms:(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

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Chemical Property of (4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

Chemical Property:

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Technology Process of (4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

There total 5 articles about (4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran 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:

: 85950-35-2
1,2-O-isopropylidene-3-O-toluene-p-sulphonyl-α-D-xylofuranuronic acid

: 124516-95-6
(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) H₂SO₄ (4 drops), 2.) imidazole; DBU / 1.) reflux, 2-3 h, 2.) DMF, room temperature, 20 h; CHCl₃, room temperature, 24 h

2: 1.) LiAlH₄, 2.) triethylamine, 4-dimethylaminopyridine / 1.) THF, 0 deg C, 25 min, 2.) CHCl₃, room temperature, 1 h

3: 85 percent / tetrakis(triphenylphosphine)palladium, K₂CO₃ / tetrahydrofuran / 15 h / Heating

4: 83 percent / KOH, 18-crown-6 ether / methanol; benzene / room temperature, 8 h, after removal of MeOH reflux, 1 h

5: 1.) LiAlH₄, 2.) NaH, tetrabutylammonium iodide / 1.) THF, 0 deg C, 20 min, 2.) 0 deg C, 5 h

With 1H-imidazole; dmap; potassium hydroxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; benzene;

Reference yield:

: 124516-92-3
(4R,5R)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran-2-ylmethyl acetate

: 124516-95-6
(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / tetrakis(triphenylphosphine)palladium, K₂CO₃ / tetrahydrofuran / 15 h / Heating

2: 83 percent / KOH, 18-crown-6 ether / methanol; benzene / room temperature, 8 h, after removal of MeOH reflux, 1 h

3: 1.) LiAlH₄, 2.) NaH, tetrabutylammonium iodide / 1.) THF, 0 deg C, 20 min, 2.) 0 deg C, 5 h

With potassium hydroxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; benzene;

Reference yield:

: 124516-93-4
dimethyl 2-<(4R,5R)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran-2-ylmethyl>propanedioate

: 124516-95-6
(4R,5R)-2-(3-benzyloxypropyl)-4-(dimethyl-t-butylsilyloxy)-4,5-dihydro-5-methoxyfuran

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / KOH, 18-crown-6 ether / methanol; benzene / room temperature, 8 h, after removal of MeOH reflux, 1 h

2: 1.) LiAlH₄, 2.) NaH, tetrabutylammonium iodide / 1.) THF, 0 deg C, 20 min, 2.) 0 deg C, 5 h

With potassium hydroxide; lithium aluminium tetrahydride; 18-crown-6 ether; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol; benzene;