1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol

Base Information

• Chemical Name: 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol
• CAS No.: 103977-05-5
• Molecular Formula: C₃₅H₃₉NO₅
• Molecular Weight: 553.698

Synonyms:1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol

Chemical Property of 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol

Chemical Property:

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Technology Process of 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol

There total 2 articles about 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol 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: 94.4%

2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-ido-heptononitrile (71119-79-4) → 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol (103977-05-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1081/CAR-120030022

Reference yield:

2,3,4,6-tetra-O-benzyl-α/β-D-glucopyranosyl cyanide (500766-97-2) → 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol (103977-05-5) + (2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)methyl amine (113084-97-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; optical yield given as %de; Reflux; Inert atmosphere;

DOI:10.1039/b908156a

Reference yield:

4-hydroxybutanoic acid (591-81-1) + 1-amino-2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-glycero-D-ido-heptitol (103977-05-5) → 2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-[(1-oxobutyl-4-hydroxy)amino]-D-glycero-D-ido-heptitol

Guidance literature:

With diethylphosphoryl cyanide; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 18h;

DOI:10.1081/CAR-120030022

upstream raw materials:

2,6-anhydro-3,4,5,7-tetra-O-benzyl-D-glycero-D-ido-heptononitrile

2,3,4,6-tetra-O-benzyl-α/β-D-glucopyranosyl cyanide

Downstream raw materials:

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-[(1-oxoethyl-2-acetoxy)amino]-D-glycero-D-ido-heptitol

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-[(1-methoxycarbonyl)propylcarbonylamino]-D-glycero-D-ido-heptitol

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-1-[(1-methoxycarbonyl)butylcarbonylamino]-D-glycero-D-ido-heptitol

N-((2R,3S,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-acetamide

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