methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

Base Information

Chemical Name:methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose
CAS No.:103930-46-7
Molecular Formula:C₁₄H₁₇FO₄
Molecular Weight:268.285
Hs Code.:

Synonyms:methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

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Chemical Property of methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

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Technology Process of methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

There total 7 articles about methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose 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:

: 34388-70-0
methyl 2-O-acetyl-3,4-O-isopropylidene-α-L-fucofuranoside

: 103930-46-7
methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / aq. 80percent AcOH / 1 h / 80 °C

2: 87 percent / pyridine / -20 °C

3: 83 percent / cyclohexane; CH₂Cl₂; various solvent(s) / 2 h / Ambient temperature

4: 62 percent / 28percent NaOMe / methanol / 1 h / Ambient temperature

5: 44 percent / KHF₂ / ethane-1,2-diol / 3 h / 180 °C

6: 1) N,N-dicyclohexylcarbodiimide, pyridinium trifluoroacetate, 2) oxalic acid / 1) DMSO, 3 h, RT, 2) benzene

With pyridine; potassium hydrogen bifluoride; sodium methylate; pyridinium trifluroacetate; oxalic acid; acetic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; cyclohexane; ethylene glycol;
DOI:10.1016/0008-6215(87)80243-4

Reference yield:

: 34388-71-1
methyl 2-O-acetyl-α-L-fucofuranoside

: 103930-46-7
methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / pyridine / -20 °C

2: 83 percent / cyclohexane; CH₂Cl₂; various solvent(s) / 2 h / Ambient temperature

3: 62 percent / 28percent NaOMe / methanol / 1 h / Ambient temperature

4: 44 percent / KHF₂ / ethane-1,2-diol / 3 h / 180 °C

5: 1) N,N-dicyclohexylcarbodiimide, pyridinium trifluoroacetate, 2) oxalic acid / 1) DMSO, 3 h, RT, 2) benzene

With pyridine; potassium hydrogen bifluoride; sodium methylate; pyridinium trifluroacetate; oxalic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; cyclohexane; ethylene glycol;
DOI:10.1016/0008-6215(87)80243-4

Reference yield:

: 103930-42-3
methyl 2-O-acetyl-3-O-p-tolylsulfonyl-α-L-fucofuranoside

: 103930-46-7
methyl 4-O-benzyl-2,6-dideoxy-2-fluoro-α-L-lyxo-hexopyranosid-3-ulose

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / cyclohexane; CH₂Cl₂; various solvent(s) / 2 h / Ambient temperature

2: 62 percent / 28percent NaOMe / methanol / 1 h / Ambient temperature

3: 44 percent / KHF₂ / ethane-1,2-diol / 3 h / 180 °C

4: 1) N,N-dicyclohexylcarbodiimide, pyridinium trifluoroacetate, 2) oxalic acid / 1) DMSO, 3 h, RT, 2) benzene

With potassium hydrogen bifluoride; sodium methylate; pyridinium trifluroacetate; oxalic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; cyclohexane; ethylene glycol;
DOI:10.1016/0008-6215(87)80243-4