3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

Base Information

Chemical Name:3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose
CAS No.:108469-95-0
Molecular Formula:C₁₇H₂₄O₄
Molecular Weight:292.375
Hs Code.:

Synonyms:3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

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Chemical Property of 3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

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Technology Process of 3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

There total 7 articles about 3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose 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: 99.0%

: 120594-95-8
3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexo-5-eno-furanose

: 108469-95-0
3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 18h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89819-7

Reference yield:

: 35784-67-9,53270-26-1,53929-07-0,53929-16-1,64696-56-6
1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose

: 108469-95-0
3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) NaH, DMF, 0 deg C, 10 min 2.) benzyl bromide, temp to room temp during 1.5 h

2: 100 percent / 1 percent aqueous H₂SO₄ / methanol / 48 h / Ambient temperature

3: 97 percent / pyridine / CH₂Cl₂ / 6 h / Ambient temperature

4: 94 percent / NaI / butan-2-one / 18 h / Heating

5: 99 percent / H₂ / 10percent palladium on charcoal / methanol / 18 h / Ambient temperature

With pyridine; sulfuric acid; hydrogen; sodium hydride; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; butanone;
DOI:10.1016/S0040-4020(01)89819-7

Reference yield:

: 100-39-0
benzyl bromide

: 108469-95-0
3-O-Benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexofuranose

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) NaH, DMF, 0 deg C, 10 min 2.) benzyl bromide, temp to room temp during 1.5 h

2: 100 percent / 1 percent aqueous H₂SO₄ / methanol / 48 h / Ambient temperature

3: 97 percent / pyridine / CH₂Cl₂ / 6 h / Ambient temperature

4: 94 percent / NaI / butan-2-one / 18 h / Heating

5: 99 percent / H₂ / 10percent palladium on charcoal / methanol / 18 h / Ambient temperature

With pyridine; sulfuric acid; hydrogen; sodium hydride; sodium iodide; palladium on activated charcoal; In methanol; dichloromethane; butanone;
DOI:10.1016/S0040-4020(01)89819-7