N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide)

Base Information

• Chemical Name: N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide)
• CAS No.: 1262890-79-8
• Molecular Formula: C₁₀₆H₉₇N₃O₂₀
• Molecular Weight: 1732.94
• Mol file: 1262890-79-8.mol

Synonyms:N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide)

Chemical Property of N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide)

Chemical Property:

Purity/Quality:

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Technology Process of N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide)

There total 3 articles about N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)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: 27.0%

C55H51ClO8 + 2,3-bis(benzyloxy)benzoyl chloride (69146-58-3) + (3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride (104530-71-4) → N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide) (1262890-79-8) + (S,S,R,R,R)-N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamide)

Guidance literature:

(3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride; With triethylamine; In dichloromethane; Inert atmosphere;

C₅₅H₅₁ClO₈; 2,3-bis(benzyloxy)benzoyl chloride; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.007

Reference yield: 24.0%

C55H51ClO8 + 2,3-bis(benzyloxy)benzoyl chloride (69146-58-3) + (3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride (104530-71-4) → N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide) (1262890-79-8) + (S,S,R,R,R)-N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) + 2,3-bis(benzyloxy)-N-((3S,7S,11S)-7-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)benzamido)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecan-3-yl)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-yl)benzamide

Guidance literature:

(3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride; With triethylamine; In dichloromethane; Inert atmosphere;

C₅₅H₅₁ClO₈; 2,3-bis(benzyloxy)benzoyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.007

Reference yield: 7.0%

C55H51ClO8 + 2,3-bis(benzyloxy)benzoyl chloride (69146-58-3) + (3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride (104530-71-4) → N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)benzamide) (1262890-79-8) + (S,S,R,R,R)-N,N'-((3S,7S,11S)-11-(2,3-bis(benzyloxy)benzamido)-2,6,10-trioxo-1,5,9-trioxacyclododecane-3,7-diyl)bis(2,3-bis(benzyloxy)-5-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)benzamide) + Hexa-O-benzylenterochelin (88195-64-6)

Guidance literature:

(3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride; With triethylamine; In dichloromethane; Inert atmosphere;

C₅₅H₅₁ClO₈; 2,3-bis(benzyloxy)benzoyl chloride; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tet.2010.11.007

upstream raw materials:

2,3-bis(benzyloxy)benzoyl chloride

(3S,7S,11S)-3,7,11-triamino-1,5,9-trioxacyclodecane-2,6,10-trione trihydrochloride

Downstream raw materials:

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)