(2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester
CAS No.:126151-67-5
Molecular Formula:C₂₈H₃₅NO₁₄
Molecular Weight:609.584
Hs Code.:

Synonyms:(2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

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Chemical Property of (2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

There total 3 articles about (2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester 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:

: 100-39-0
benzyl bromide

: 108740-44-9
(2R,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1R,2S)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid

: 113757-76-9,126151-67-5,126253-07-4
5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-2-nonulosonic acid benzyl ester

Guidance literature:: With potassium fluoride; In N,N-dimethyl-formamide; for 18h; Yield given; Ambient temperature;
DOI:10.1016/S0040-4039(97)00138-X

Reference yield:

: (4S,5R,6R)-5-Acetylamino-2,4-dihydroxy-6-((1R,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

: 108-24-7
acetic anhydride

: 113757-76-9
(1S,2R)-1-((2R,3R,4S,6R)-3-acetamido-4,6-diacetoxy-6-(benzyloxycarbonyl)tetrahydro-2H-pyran-2-yl)propane-1,2,3-triyl triacetate

: 126151-67-5
(2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: With pyridine; dmap; at 20 ℃; Overall yield = 7.39 g;
DOI:10.1039/d0ob01749c

Reference yield:

: 489-46-3,6813-81-6,14120-72-0,19342-33-7,21646-00-4,82349-00-6,99395-98-9,99395-99-0,99396-00-6,102734-10-1,140671-47-2,140850-42-6,140850-43-7,140850-44-8,145375-13-9
sialic acid

: 126151-67-5
(2S,4S,5R,6R)-2,4-Diacetoxy-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine

2: caesium carbonate / ethanol; water

With pyridine; caesium carbonate; In ethanol; water;
DOI:10.1002/cbic.201800148