methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside
CAS No.:98292-27-4
Molecular Formula:C₂₂H₂₃NO₉
Molecular Weight:445.426
Hs Code.:

Synonyms:methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

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Chemical Property of methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

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Technology Process of methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

There total 8 articles about methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-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: 90.0%

: 122-04-3
4-nitro-benzoyl chloride

: 98292-26-3
methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-α-D-ribo-hexopyranoside

: 98292-27-4
methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: With dmap; In pyridine; at 60 ℃; for 4h;
DOI:10.1002/hlca.19850680203

Reference yield:

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

: 98292-27-4
methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 7 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: 53.6 percent / 4-(dimethylamino)pyridine / pyridine / 5 h / 60 °C

6: 96 percent / H₂ / Pd/C / ethanol / 5 h

7: 90 percent / 4-(dimethylamino)pyridine / pyridine / 4 h / 60 °C

With dmap; potassium hydroxide; lithium aluminium tetrahydride; 18-crown-6 ether; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; dichloromethane;
DOI:10.1002/hlca.19850680203

Reference yield:

: 100-07-2
4-methoxy-benzoyl chloride

: 98292-27-4
methyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 53.6 percent / 4-(dimethylamino)pyridine / pyridine / 5 h / 60 °C

2: 96 percent / H₂ / Pd/C / ethanol / 5 h

3: 90 percent / 4-(dimethylamino)pyridine / pyridine / 4 h / 60 °C

With dmap; hydrogen; palladium on activated charcoal; In pyridine; ethanol;
DOI:10.1002/hlca.19850680203