3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

Base Information

Chemical Name:3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose
CAS No.:630110-46-2
Molecular Formula:C₁₇H₂₃NO₈
Molecular Weight:369.372
Hs Code.:

Synonyms:3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

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Chemical Property of 3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

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Technology Process of 3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

There total 1 articles about 3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose 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: 75.0%

: 625-48-9
2-nitro-1-ethanol

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 630110-46-2
3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 10h;
DOI:10.1021/ol035771x

Reference yield:

: 630110-46-2
3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

: 630110-49-5
(1R,2R,3S,4R,5R,6S)-1,2,4-triacetoxy-6-benzyloxymethyl-3,5-dibenzyloxy-6-nitrocyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 46 percent / trifluoromethanesulphonic acid / cyclohexane; CH₂Cl₂ / 16 h / 20 °C

2: trifluoroacetic acid; H₂O / dioxane / 48 h / 20 °C

3: 0.042 g / aq. sodium bicarbonate / methanol / 14 h / 20 °C

4: 81 percent / p-toluenesulphonic acid / 72 h / 20 °C

With trifluorormethanesulfonic acid; water; sodium hydrogencarbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; 3: Henry reaction;
DOI:10.1021/ol035771x

Reference yield:

: 630110-46-2
3-O-benzyl-6-desoxy-1,2-O-isopropylidene-6-nitro-D,L-glycero-α-D-glucoheptafuranose

: C₄₀H₅₅NO₁₁

Guidance literature:: Multi-step reaction with 5 steps

1: 46 percent / trifluoromethanesulphonic acid / cyclohexane; CH₂Cl₂ / 16 h / 20 °C

2: trifluoroacetic acid; H₂O / dioxane / 48 h / 20 °C

3: 0.042 g / aq. sodium bicarbonate / methanol / 14 h / 20 °C

4: 81 percent / p-toluenesulphonic acid / 72 h / 20 °C

5: 70 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2.5 h / Heating

With trifluorormethanesulfonic acid; water; pyridinium p-toluenesulfonate; sodium hydrogencarbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; cyclohexane; 3: Henry reaction;
DOI:10.1021/ol035771x