1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

Base Information

Chemical Name:1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose
CAS No.:141936-78-9
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

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Chemical Property of 1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

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Technology Process of 1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

There total 9 articles about 1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose 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:

: 141936-75-6
Methyl 2,3,6-tri-O-benzyl-4-deoxy-α-D-lyxo-hexopyranoside

: 141936-78-9
1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 316 mg / H₂ / 5percent Pd/C / aq. ethanol / 19 h / 760 Torr

2: pyridine / Ambient temperature

3: 95 percent / conc. H₂SO₄ / 1 h / Ambient temperature

4: 33percent HBr in acetic acid, Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

5: 2,6-lutidine / CHCl₃ / 2 h / Ambient temperature

6: NaOMe / methanol / 1.5 h / Ambient temperature

7: NaH / 1) DMF, 0 deg C, 2) r.t., 17 h

With pyridine; 2,6-dimethylpyridine; sulfuric acid; hydrogen bromide; hydrogen; sodium methylate; acetic anhydride; sodium hydride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform;
DOI:10.1016/0008-6215(92)84069-5

Reference yield:

: 141936-74-5
Methyl 2,3,6-tri-O-benzyl-4-O-(methylthio)thiocarbonyl-α-D-mannopyranoside

: 141936-78-9
1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

Guidance literature:: Multi-step reaction with 8 steps

1: 76 percent / AIBN, tributylstannane / toluene / 2 h / 80 °C

2: 316 mg / H₂ / 5percent Pd/C / aq. ethanol / 19 h / 760 Torr

3: pyridine / Ambient temperature

4: 95 percent / conc. H₂SO₄ / 1 h / Ambient temperature

5: 33percent HBr in acetic acid, Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

6: 2,6-lutidine / CHCl₃ / 2 h / Ambient temperature

7: NaOMe / methanol / 1.5 h / Ambient temperature

8: NaH / 1) DMF, 0 deg C, 2) r.t., 17 h

With pyridine; 2,6-dimethylpyridine; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; sodium methylate; acetic anhydride; sodium hydride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; toluene;
DOI:10.1016/0008-6215(92)84069-5

Reference yield:

: 19488-48-3,19488-49-4,51842-16-1,55697-49-9,115414-37-4,95475-33-5
methyl 2,3,6-tri-O-benzyl-α-D-mannopyranoside

: 141936-78-9
1,2-O-(1-Allyloxyethylidene)-3,6-di-O-benzyl-4-deoxy-β-D-lyxo-hexopyranose

Guidance literature:: Multi-step reaction with 9 steps

2: 76 percent / AIBN, tributylstannane / toluene / 2 h / 80 °C

3: 316 mg / H₂ / 5percent Pd/C / aq. ethanol / 19 h / 760 Torr

4: pyridine / Ambient temperature

5: 95 percent / conc. H₂SO₄ / 1 h / Ambient temperature

6: 33percent HBr in acetic acid, Ac₂O / CH₂Cl₂ / 0.5 h / 0 °C

7: 2,6-lutidine / CHCl₃ / 2 h / Ambient temperature

8: NaOMe / methanol / 1.5 h / Ambient temperature

9: NaH / 1) DMF, 0 deg C, 2) r.t., 17 h

With pyridine; 2,6-dimethylpyridine; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen bromide; hydrogen; tri-n-butyl-tin hydride; sodium methylate; acetic anhydride; sodium hydride; palladium on activated charcoal; In methanol; ethanol; dichloromethane; chloroform; toluene;
DOI:10.1016/0008-6215(92)84069-5