(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

Base Information

Chemical Name:(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate
CAS No.:741716-98-3
Molecular Formula:C₄₂H₆₆O₁₂
Molecular Weight:762.979
Hs Code.:

Synonyms:(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

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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 (3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

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Technology Process of (3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

There total 4 articles about (3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate 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:

: 89163-43-9,39212-23-2,39638-67-0,55013-32-6,80041-00-5,80041-01-6,99530-35-5,105015-53-0,105119-22-0
cis-5-n-butyl-4-methyl-4,5-dihydro-2(3H)-furanone

: 741716-98-3
(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

Guidance literature:: Multi-step reaction with 3 steps

1: KOH / methanol / 16 h / 20 °C

2: 1.59 g / dimethylformamide / 16 h / 20 °C

3: AgOTf; 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; potassium hydroxide; silver trifluoromethanesulfonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.070

Reference yield:

: 81058-27-7
2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

: (3RS,4RS)-benzyl 3-methyl-4-hydroxyoctanoate

: 741716-98-3
(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

: 741716-97-2
(3S,4S)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

Guidance literature:: With 2,6-dimethylpyridine; silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/j.tet.2004.05.070

Reference yield:

: 100-39-0
benzyl bromide

: 741716-98-3
(3R,4R)-benzyl 3-methyl-4-O-(2',3',4',6'-tetra-O-pivaloyl-β-D-glucopyranosyl)octanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.59 g / dimethylformamide / 16 h / 20 °C

2: AgOTf; 2,6-lutidine / CH₂Cl₂ / 16 h / 20 °C

With 2,6-dimethylpyridine; silver trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.05.070