(E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone

Base Information

• Chemical Name: (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone
• CAS No.: 83997-83-5
• Molecular Formula: C₃₄H₃₅NO₆
• Molecular Weight: 553.655
• Mol file: 83997-83-5.mol

Synonyms:(E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone

Chemical Property of (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone

There total 3 articles about (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone 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: 86.0%

(2S,3R,4R,5R)-2,3,4,6-tetrakis(benzyloxy)-5-hydroxyhexanal oxime (86496-30-2) → (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone (83997-83-5)

Guidance literature:

With sodium periodate; sodium acetate; In ethanol; water; at 50 - 60 ℃;

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone (83997-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂OH*HCl, Na / aq. ethanol / 6 h / 60 °C

2: 86 percent / sodium metaperiodate, sodium acetate / H₂O; ethanol / 50 - 60 °C

With sodium periodate; hydroxylamine hydrochloride; sodium acetate; sodium; In ethanol; water;

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → (E)-2,3,4,6-tetra-O-benzyl-N-(<(Z)-1',2'-bis(methoxycarbonyl)vinyl>oxy)-D-gluconimido-1,5-lactone (139172-71-7,139172-72-8,144994-48-9,144994-49-0,144994-51-4,144994-52-5) + (E)-2,3,4,6-tetra-O-benzoyl-N-hydroxy-D-gluconimido-1,5-lactone (83997-83-5)

Guidance literature:

With triethylamine; In dichloromethane; for 1h; Yield given. Yields of byproduct given; Ambient temperature;

upstream raw materials:

dimethyl acetylenedicarboxylate

(2S,3R,4R,5R)-2,3,4,6-tetrakis(benzyloxy)-5-hydroxyhexanal oxime

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

Downstream raw materials:

(E)-2,3,4,6-tetra-O-benzyl-N-(<(Z)-1',2'-bis(methoxycarbonyl)vinyl>oxy)-D-gluconimido-1,5-lactone

(E)-2,3,4,6-tetra-O-benzyl-N-(<(E)-1',2'-bis(methoxycarbonyl)vinyl>oxy)-D-gluconimido-1,5-lactone

2,3,4,6-Tetra-O-benzyl-1-desoxy-1-nitro-D-glucopyranose