5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

Base Information

Chemical Name:5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose
CAS No.:108470-05-9
Molecular Formula:C₁₅H₂₀O₄
Molecular Weight:264.321
Hs Code.:

Synonyms:5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

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Chemical Property of 5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

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Technology Process of 5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

There total 21 articles about 5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose 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: 94.4%

: 6-O-benzyl-3,5-dideoxy-3,5-di-C-methyl-L-talofuranose

: 108470-05-9
5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

Guidance literature:: With sodium periodate; In methanol; water; at 0 ℃; for 1h;
DOI:10.1248/cpb.35.2184

Reference yield:

: 26291-75-8,81114-49-0,109200-09-1,128461-80-3
(R)-1-((3aR,5S,6R,6aR)-2,2,6-trimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol

: 108470-05-9
5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

Guidance literature:: Multi-step reaction with 8 steps

1: 1) p-toluenesulfonyl chloride, pyridine; 2) K₂CO₃ / 1) 17 h; 2) MeOH, r.t., 40 min

2: 81 percent / lithium aluminium hydride / diethyl ether / 5 h, 0 deg C, then 1 h r.t.

3: 92 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH₂Cl₂ / 6 h / Ambient temperature

4: 100 percent / tetrahydrofuran / 2 h / 18 °C

5: BH₃-THF / tetrahydrofuran / 1 h / 0 - 5 °C

6: 89 percent / NaH / dimethylsulfoxide / 20 h / Ambient temperature

7: 83 percent / aq. HCl / tetrahydrofuran / 10.5 h / 40 °C

8: 94.4 percent / NaIO₄ / methanol; H₂O / 1 h / 0 °C

With pyridine; hydrogenchloride; sodium periodate; lithium aluminium tetrahydride; borane-THF; 3 A molecular sieve; sodium hydride; potassium carbonate; p-toluenesulfonyl chloride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1248/cpb.35.2184

Reference yield:

: 56982-95-7
(3aR,5S,6R,6aR)-2,2,6-trimethyl-5-((R)-oxiran-2-yl)tetrahydrofuro[2,3-d][1,3]dioxole

: 108470-05-9
5-O-benzyl-2,4-dideoxy-3-O-formyl-2,4-di-C-methyl-L-lyxose

Guidance literature:: Multi-step reaction with 7 steps

1: 81 percent / lithium aluminium hydride / diethyl ether / 5 h, 0 deg C, then 1 h r.t.

2: 92 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH₂Cl₂ / 6 h / Ambient temperature

3: 100 percent / tetrahydrofuran / 2 h / 18 °C

4: BH₃-THF / tetrahydrofuran / 1 h / 0 - 5 °C

5: 89 percent / NaH / dimethylsulfoxide / 20 h / Ambient temperature

6: 83 percent / aq. HCl / tetrahydrofuran / 10.5 h / 40 °C

7: 94.4 percent / NaIO₄ / methanol; H₂O / 1 h / 0 °C

With hydrogenchloride; sodium periodate; lithium aluminium tetrahydride; borane-THF; 3 A molecular sieve; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1248/cpb.35.2184