3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Base Information

Chemical Name:3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol
CAS No.:250737-26-9
Molecular Formula:C₄₆H₅₇N₃O₈
Molecular Weight:779.974
Hs Code.:

Synonyms:3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

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Chemical Property of 3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

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Technology Process of 3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

There total 6 articles about 3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol 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: 97.0%

: 1947-00-8
6-(benzyloxycarbonylamino)hexanoic acid

: 250737-22-5
2-amino-3,4,6-tri-O-benzyl-1,5-[(tert-butyloxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

: 250737-26-9
3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 250737-26-9
3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 46 h

2: 89 percent / hydrogen; formic acid / 5 percent Pd/C / H₂O; ethyl acetate; propan-2-ol / 2 h

3: 97 percent / PyBOP; DiPEA / CH₂Cl₂ / 0.5 h

With formic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; isopropyl alcohol; 1: Esterification / 2: Hydrogenation / 3: Acylation;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c

Reference yield:

: 250737-19-0
3,4,6-tri-O-benzyl-2-[(benzyloxycarbonyl)amino]-1,2,5-trideoxy-1,5-imino-D-glucitol

: 250737-26-9
3,4,5-tri-O-benzyl-2-[(6-benzyloxycarbonyl)aminohexanoylamino]-1,5-[(tert-butoxycarbonyl)imino]-1,2,5-trideoxy-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / triethylamine / CH₂Cl₂ / 46 h

2: 89 percent / hydrogen; formic acid / 5 percent Pd/C / H₂O; ethyl acetate; propan-2-ol / 2 h

3: 97 percent / PyBOP; DiPEA / CH₂Cl₂ / 0.5 h

With formic acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; isopropyl alcohol; 1: Esterification / 2: Hydrogenation / 3: Acylation;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2593::aid-ejoc2593>3.0.co;2-c