methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside
CAS No.:98292-15-0
Molecular Formula:C₁₆H₂₃NO₅
Molecular Weight:309.362
Hs Code.:

Synonyms:methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

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Chemical Property of methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

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Technology Process of methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

There total 5 articles about methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside 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: 56.0%

: 624-83-9
methyl isocyanate

: methyl 4-O-benzyl-2,6-dideoxy-D-ribo-hexopyranoside

: 98292-15-0
methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

: 98292-14-9
methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-α-D-ribo-hexopyranoside

Guidance literature:: With triethylamine; In benzene; at 40 ℃; for 30h;
DOI:10.1002/hlca.19850680203

Reference yield:

: 83497-33-0
methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-α-D-ribo-hexopyranoside

: 98292-15-0
methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 9 h / Ambient temperature

2: 31 g / aq. KOH / methanol / 0.42 h / Ambient temperature

3: 19.5 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4: NaH, 18-crown-6 / dioxane / 1 h / Heating

5: 42.8 percent / Et₃N / benzene / 30 h / 40 °C

With potassium hydroxide; lithium aluminium tetrahydride; 18-crown-6 ether; pyridinium p-toluenesulfonate; sodium hydride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene;
DOI:10.1002/hlca.19850680203

Reference yield:

: methyl 2,6-dideoxy-3-O-(tetrahydro-2H-2-pyranyl)-D-ribo-hexopyranoside

: 98292-15-0
methyl 4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: NaH, 18-crown-6 / dioxane / 1 h / Heating

2: 42.8 percent / Et₃N / benzene / 30 h / 40 °C

With 18-crown-6 ether; sodium hydride; triethylamine; In 1,4-dioxane; benzene;
DOI:10.1002/hlca.19850680203