methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

Base Information

Chemical Name:methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate
CAS No.:214767-64-3
Molecular Formula:C₁₆H₁₇ClO₇
Molecular Weight:356.76
Hs Code.:

Synonyms:methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

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Technology Process of methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

There total 7 articles about methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate 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: 67.0%

: methyl (methyl 4-O-acetyl-2-O-benzoyl-3-deoxy-β-L-lyxo-hexopyranosyl)uronate

: 214767-64-3
methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

Guidance literature:: With Dichloromethyl methyl ether; zinc(II) chloride; at 60 ℃; for 5h;
DOI:10.1016/S0968-0896(98)00127-8

Reference yield:

: 214767-58-5
methyl 2-O-benzyl-3-deoxy-β-L-lyxo-hexopyranoside

: 214767-64-3
methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 16 h / 80 °C

2.1: 100 percent / pyridine / 3 h / 20 °C

3.1: 70 percent / aq. HClO₄ / CH₂Cl₂ / 0.03 h / 0 °C / Acid hydrolysis

4.1: NaIO₄; RuCl₃*H₂O / H₂O; acetonitrile; CCl₄ / 30 h / 20 °C

4.2: 54 percent / diethyl ether

5.1: 67 percent / CHCl₂OCH₃ / ZnCl₂ / 5 h / 60 °C

With pyridine; ruthenium trichloride; sodium periodate; perchloric acid; Dichloromethyl methyl ether; zinc(II) chloride; In pyridine; tetrachloromethane; dichloromethane; water; acetonitrile; 1.1: Alkylation / 2.1: Acetylation / 3.1: Hydrolysis / 4.1: Oxidation / 4.2: Methylation / 5.1: Chlorination;
DOI:10.1016/S0968-0896(98)00127-8

Reference yield:

: 214767-55-2
methyl 2-O-benzyl-3,6-dideoxy-6-iodo-α-D-ribo-hexopyranoside

: 214767-64-3
methyl 4-O-acetyl-2-O-benzoyl-1-chloro-1,3-dideoxy-β-L-lyxo-hexopyranosyluronate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 79 percent / aq. MeOH / 12 h / 80 °C

2.1: 66 percent / BH₃; H₂O₂ / dimethylformamide / 2 h / 50 °C

3.1: pyridine / 16 h / 80 °C

4.1: 100 percent / pyridine / 3 h / 20 °C

5.1: 70 percent / aq. HClO₄ / CH₂Cl₂ / 0.03 h / 0 °C / Acid hydrolysis

6.1: NaIO₄; RuCl₃*H₂O / H₂O; acetonitrile; CCl₄ / 30 h / 20 °C

6.2: 54 percent / diethyl ether

7.1: 67 percent / CHCl₂OCH₃ / ZnCl₂ / 5 h / 60 °C

With pyridine; methanol; ruthenium trichloride; sodium periodate; perchloric acid; Dichloromethyl methyl ether; borane; dihydrogen peroxide; zinc(II) chloride; In pyridine; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 1.1: Dehydroiodination / 2.1: Oxidation / 3.1: Alkylation / 4.1: Acetylation / 5.1: Hydrolysis / 6.1: Oxidation / 6.2: Methylation / 7.1: Chlorination;
DOI:10.1016/S0968-0896(98)00127-8