allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside
CAS No.:765910-22-3
Molecular Formula:C₂₉H₃₆O₈
Molecular Weight:512.6
Hs Code.:

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

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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 allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

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Technology Process of allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

There total 1 articles about allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside 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: 92.0%

: 3282-30-2
pivaloyl chloride

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

: 765910-22-3
allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; for 1h;
DOI:10.1016/j.tet.2004.06.037

Reference yield: 76.0%

: 765910-22-3
allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

: 765910-41-6
allyl 3-O-benzyl-6-O-p-methoxybenzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; sodium cyanoborohydride; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tet.2004.06.037

Reference yield:

: 765910-22-3
allyl 3-O-benzyl-4,6-di-O-p-methoxybenzylidene-2-O-pivaloyl-β-D-glucopyranoside

: 1054654-48-6
(2S,3S,4S,5R,6R)-6-Allyloxy-4-benzyloxy-5-(2,2-dimethyl-propionyloxy)-3-(4-oxo-pentanoyloxy)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / NaCNBH₃; 4 Angstroem molecular sieves; CF₃CO₂H / dimethylformamide / 12 h / 0 - 20 °C

2: 87 percent / DMAP; diisopropylcarbodiimide / CH₂Cl₂ / 3 h / 0 - 20 °C

3: 89.0 mg / aq. ceric ammonium nitrate / acetonitrile / 0.5 h

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

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