methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

Base Information

Chemical Name:methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate
CAS No.:765910-44-9
Molecular Formula:C₂₇H₃₆O₁₀
Molecular Weight:520.577
Hs Code.:

Synonyms:methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

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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 (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

Chemical Property:

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Technology Process of methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

There total 6 articles about methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate 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:

: 3282-30-2
pivaloyl chloride

: 765910-44-9
methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / DMAP / CH₂Cl₂ / 1 h

2: 76 percent / NaCNBH₃; 4 Angstroem molecular sieves; CF₃CO₂H / dimethylformamide / 12 h / 0 - 20 °C

3: 87 percent / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 89.0 mg / aq. ceric ammonium nitrate / acetonitrile / 0.5 h

5: aq. H₅IO₆; CrO₃ / acetonitrile / 1.5 h

6: 406 mg / NaHCO₃ / dimethylformamide / 15 h

With chromium(VI) oxide; dmap; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; periodic acid; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 765910-21-2
allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-β-D-glucopyranoside

: 765910-44-9
methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / DMAP / CH₂Cl₂ / 1 h

2: 76 percent / NaCNBH₃; 4 Angstroem molecular sieves; CF₃CO₂H / dimethylformamide / 12 h / 0 - 20 °C

3: 87 percent / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 3 h / 0 - 20 °C

4: 89.0 mg / aq. ceric ammonium nitrate / acetonitrile / 0.5 h

5: aq. H₅IO₆; CrO₃ / acetonitrile / 1.5 h

6: 406 mg / NaHCO₃ / dimethylformamide / 15 h

With chromium(VI) oxide; dmap; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium cyanoborohydride; sodium hydrogencarbonate; periodic acid; trifluoroacetic acid; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 765910-25-6
allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranoside

: 765910-44-9
methyl (allyl 3-O-benzyl-4-O-levulinoyl-2-O-pivaloyl-β-D-glucopyranosid)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: aq. H₅IO₆; CrO₃ / acetonitrile / 1.5 h

2: 406 mg / NaHCO₃ / dimethylformamide / 15 h

With chromium(VI) oxide; sodium hydrogencarbonate; periodic acid; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2004.06.037