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

Base Information

Chemical Name:3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexo-5-eno-furanose
CAS No.:120594-95-8
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

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

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Chemical Property of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexo-5-eno-furanose

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Technology Process of 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexo-5-eno-furanose

There total 5 articles about 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-xylohexo-5-eno-furanose 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: 94.0%

: 120594-94-7
3-O-benzyl-1,2-O-isopropylidene-5,6-di-O-mesyl-3-C-methyl-α-D-glucofuranose

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

Guidance literature:: With sodium iodide; In butanone; for 18h; Heating;
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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 4 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

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