glucal epoxide

Base Information

• Chemical Name: glucal epoxide
• CAS No.: 1011723-04-8
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.516
• Mol file: 1011723-04-8.mol

Synonyms:glucal epoxide

Chemical Property of glucal epoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of glucal epoxide

There total 7 articles about glucal epoxide 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:

C32H36BNO8 → glucal epoxide (1011723-04-8)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 18 h / 70 °C

2: sodium carbonate; (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate / 1,4-dioxane / 24 h / 23 °C / Inert atmosphere; Irradiation

3: sodium hydrogencarbonate; oxone||potassium monopersulfate triple salt / dichloromethane; acetone; water / 3 h / 0 - 23 °C

With (1,2-dimethoxyethane)dichloronickel(II); oxone||potassium monopersulfate triple salt; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; sodium hydrogencarbonate; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; methanol; dichloromethane; water; acetone;

DOI:10.1021/acs.orglett.1c01035

Reference yield:

C27H31BO6 → glucal epoxide (1011723-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene; dimethyl sulfoxide / 3 h / 115 °C

2: methanol / 18 h / 70 °C

3: sodium carbonate; (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate / 1,4-dioxane / 24 h / 23 °C / Inert atmosphere; Irradiation

4: sodium hydrogencarbonate; oxone||potassium monopersulfate triple salt / dichloromethane; acetone; water / 3 h / 0 - 23 °C

With (1,2-dimethoxyethane)dichloronickel(II); oxone||potassium monopersulfate triple salt; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; sodium hydrogencarbonate; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; acetone; toluene;

DOI:10.1021/acs.orglett.1c01035

Reference yield:

potassium 1-(3,4,6-tri-O-benzyl-1,2-dideoxy-α-D-glucopyranosyl)trifluoroborate → glucal epoxide (1011723-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; (1,2-dimethoxyethane)dichloronickel(II); 4,4'-di-tert-butyl-2,2'-bipyridine; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate / 1,4-dioxane / 24 h / 23 °C / Inert atmosphere; Irradiation

2: sodium hydrogencarbonate; oxone||potassium monopersulfate triple salt / dichloromethane; acetone; water / 3 h / 0 - 23 °C

With (1,2-dimethoxyethane)dichloronickel(II); oxone||potassium monopersulfate triple salt; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; sodium hydrogencarbonate; sodium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In 1,4-dioxane; dichloromethane; water; acetone;

DOI:10.1021/acs.orglett.1c01035

upstream raw materials:

3,4,6-tri-O-benzyl-D-glucal

3,3-dimethyldioxirane

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-glucal triacetate

Downstream raw materials:

1-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranose

N-[2-(3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy)propyl]phthalimide

N-[2-(3,4,6-tri-O-benzyl-β-D-glucopyranosyloxy)pentyl]phthalimide

3-(benzothiazol-2-yl)-1-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-1H-indole