(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:66118-23-8
Molecular Formula:C₁₅H₁₉NO₉
Molecular Weight:357.317
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

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Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 1 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate 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:

: 4451-36-9
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride

: 66118-23-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium azide; N,N,N,N,N,N-hexamethylphosphoric triamide

2: hydrogen; triethylamine; palladium on activated charcoal / diethyl ether; hexane

3: triethylamine; bis(trichloromethyl) carbonate / dichloromethane

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium azide; bis(trichloromethyl) carbonate; palladium on activated charcoal; hydrogen; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1039/c3ob42452a

Reference yield:

: 66118-23-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

: 2,3,4,6-tetra-O-acetyl-N-[(S)-(-)-α-methylbenzylaminocarbonyl]-α-D-glucopyranosylamine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine N-oxide; iodine; MS₃A / acetonitrile / 0.42 h / 20 °C

2: acetonitrile / 0.42 h

With pyridine N-oxide; iodine; In acetonitrile;
DOI:10.1021/jo0100751

Reference yield:

: 66118-23-8
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-isocyanotetrahydro-2H-pyran-3,4,5-triyl triacetate

: 2,3,4,6-Tetra-O-acetyl-N-(cyclohexylaminocarbonyl)-α-D-glucopyranosylamine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine N-oxide; iodine; MS₃A / acetonitrile / 0.42 h / 20 °C

2: acetonitrile / 0.42 h

With pyridine N-oxide; iodine; In acetonitrile;
DOI:10.1021/jo0100751