(S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)

Base Information

• Chemical Name: (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)
• CAS No.: 768386-89-6
• Molecular Formula: C₄₂H₄₇N₃O₂₅
• Molecular Weight: 993.84

Synonyms:(S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)

Chemical Property of (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)

There total 5 articles about (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) 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:

UDP-glucose (133-89-1) + L-enterobactin (28384-96-5) → N,N'-((3S,7S,11S)-11-(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxybenzamide) (851900-99-7) + (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) (768386-89-6)

Guidance literature:

With tris(2-carboxyethyl)phosphine; IroB enterobactin trilactone hydrolase; magnesium chloride; In various solvent(s); at 23 ℃; for 2h; pH=8.0;

DOI:10.1021/ja0522027

Reference yield:

L-enterobactin (28384-96-5) + uridine diphosphate glucose (133-89-1) → (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) (768386-89-6) + C49H59N3O29

Guidance literature:

With glycosyltransferase; In dimethyl sulfoxide; at 20 ℃; for 2h; pH=8; Enzymatic reaction;

DOI:10.1002/anie.201603921

Reference yield:

UDP-glucose (133-89-1) + L-enterobactin (28384-96-5) → N,N'-((3S,7S,11S)-11-(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxybenzamide) (851900-99-7) + (S,R,R,S,R)-N,N'-((3S,7S,11S)-11-(2,3-dihydroxybenzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) (768386-89-6) + N-((3S,7S,11S)-7-(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-11-(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecan-3-yl)-2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamide

Guidance literature:

With tris-(2-carboxyethyl)-phosphine hydrochloride; magnesium chloride; In water; at 20 ℃; pH=8; Enzyme kinetics;

DOI:10.1021/ja074650f

upstream raw materials:

UDP-glucose

L-enterobactin

N,N'-((3S,7S,11S)-11-(2,3-dihydroxy-5-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-dihydroxybenzamide)

uridine diphosphate glucose

Downstream raw materials:

2,3-dihydroxybenzoyl-L-serine

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