N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide

Base Information

• Chemical Name: N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide
• CAS No.: 33639-93-9
• Molecular Formula: C₃₄H₂₇N₃O₉
• Molecular Weight: 621.603

Synonyms:N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide

Chemical Property of N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide

Chemical Property:

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Technology Process of N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide

There total 9 articles about N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide 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: 98.0%

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) → N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide (33639-93-9)

Guidance literature:

With N,N,N',N'-tetramethylguanidinium azide; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73629-X

Reference yield: 98.0%

1-O-acetyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranose (121523-91-9) → N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide (33639-93-9)

Guidance literature:

With trimethylsilylazide; silver perchlorate; tin(IV) chloride; In dichloromethane; toluene; for 8h; Ambient temperature;

DOI:10.1246/cl.1994.247

Reference yield: 97.0%

1,2,3,4,6-penta-O-benzoyl-β-D-glucopyranose (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3) → N-Methoxy-N-methyl (1,2,3,4-Di-O-isopropylidene-D-galactopyranose uronic acid) amide (33639-93-9)

Guidance literature:

With trimethylsilylazide; tin(ll) chloride; In dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

2,3,4,6-tetra-O-benzoylglucosyl bromide

1-O-acetyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranose

1,2,3,4,6-penta-O-benzoyl-β-D-glucopyranose

ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

Downstream raw materials:

(2R,3R,4S,5R,6R)-2-amino-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

N-benzoyl-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosylamine

(2R,3R,4S,5R,6R)-2-acetamido-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

1-(2,3,4,6-tetra-O-benzoyl-β-D-mannosyl)-4-tert-butoxycarbonyl-1H-1,2,3-triazole

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