(2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester

Base Information

• Chemical Name: (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester
• CAS No.: 533934-74-6
• Molecular Formula: C₇H₁₂O₇
• Molecular Weight: 208.168

Synonyms:(2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester

Chemical Property of (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester

Chemical Property:

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Technology Process of (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester

There total 1 articles about (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester 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:

16α-hydroxy-21β-O-acetyl-22α-O-cinnamoyl-23α-aldehyde-28-dihydroxymethylene-olean-12-ene-3β-O-[β-D-galactopyranosyl-(1→2)]-[β-D-xylopyranosyl-(1→2)-β-D-galactopyranosyl-(1→3)]-β-D-glucopyranosiduronic acid methyl ester → (2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester (533934-74-6) + D-xylose (58-86-6) + D-Galactose (59-23-4)

Guidance literature:

With pyridine; hydrogenchloride; L-cysteine methyl ester hydrochloride; 1-(Trimethylsilyl)imidazole;

DOI:10.1039/c6ra14467e

Reference yield: 50.0%

(2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester (533934-74-6) + acetic anhydride (108-24-7) → (2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester (7355-18-2)

Guidance literature:

With perchloric acid; at 0 ℃;

DOI:10.1007/s10600-015-1385-6

Reference yield:

(2S,3S,4S,5R,6R)-1-methyl-3,4,5,6-tetra-hydroxy-tetrahydro-2H-pyran-methylester (533934-74-6) + benzoyl chloride (98-88-4) → methyl 1,2,3,4-tetra-O-benzoyl-β-D-glucopyranuronate (150608-11-0)

Guidance literature:

With pyridine; for 5h; pH=5 - 6; Cooling with ice;

Downstream raw materials:

methyl 1,2,3,4-tetra-O-isobutyryl-β-D-glucopyranuronate

methyl 6-([4-([1-(tert-butyl)-1,1-dimethylsilyl]oxymethyl)anilino]carbonyloxy)-3,4,5-trihydroxytetrahydro-2H-2-pyrancarboxylate

(2S,3S,4S,5R,6S)-3,4,5,6-Tetraacetoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

1-(18β-glycyrrhet-3-yl)-β-D-glucopyranuronic acid

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