1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime

Base Information

• Chemical Name: 1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime
• CAS No.: 340292-95-7
• Molecular Formula: C₃₈H₆₁NO₁₅
• Molecular Weight: 771.9
• Mol file: 340292-95-7.mol

Synonyms:1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime

Chemical Property of 1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime

There total 1 articles about 1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime 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: 74.0%

2,3-5,6-bis-O-isopropylidene-aldehydo-D-glucose dimethylacetal (20702-87-8) + 1,3-dichloropropan-2-one O-benzyloxime (188125-86-2) → 1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime (340292-95-7)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/S0008-6215(01)00025-8

Reference yield:

1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime (340292-95-7) → N-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoyl]-1,3-bis(D-glucopyranos-4-yloxy)-2-proplylamine

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / H₂ / Raney nickel / ethanol; H₂O; aq. NH₃ / 19 h / 20 °C

2: 100 percent / HCl; water / 3 h / 100 °C

3: 88 percent / NaHCO₃ / dimethylformamide / 12 h / 20 °C

4: 86 percent / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 0 °C

With hydrogenchloride; water; hydrogen; sodium hydrogencarbonate; trifluoroacetic acid; nickel; In ammonium hydroxide; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00025-8

Reference yield:

1,3-bis(2,3,5,6-di-O-isopropylidine-D-glucose dimethylacetal-4-yloxy)-2-propane-O-benzyloxime (340292-95-7) → N-[2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoyl]-1,3-bis(D-glucopyranose-4-yloxy)-2-proplylamine

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / H₂ / Raney nickel / ethanol; H₂O; aq. NH₃ / 19 h / 20 °C

2: 100 percent / HCl; water / 3 h / 100 °C

3: 88 percent / NaHCO₃ / dimethylformamide / 12 h / 20 °C

With hydrogenchloride; water; hydrogen; sodium hydrogencarbonate; nickel; In ammonium hydroxide; ethanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00025-8

upstream raw materials:

2,3-5,6-bis-O-isopropylidene-aldehydo-D-glucose dimethylacetal

1,3-dichloropropan-2-one O-benzyloxime