O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose

Base Information

• Chemical Name: O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose
• CAS No.: 38430-69-2
• Molecular Formula: C₂₁H₂₄O₁₁
• Molecular Weight: 452.415
• Mol file: 38430-69-2.mol

Synonyms:O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose

Chemical Property of O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose

There total 21 articles about O²,O³,O⁴,O⁶-Tetraacetyl-O¹-benzoyl-β-D-glucopyranose 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: 99.0%

benzoic acid (65-85-0,8013-63-6) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → O2,O3,O4,O6-Tetraacetyl-O1-benzoyl-β-D-glucopyranose (38430-69-2)

Guidance literature:

With tetraethylammonium bromide; potassium carbonate; In dichloromethane; at 20 ℃; Reagent/catalyst; Molecular sieve;

DOI:10.3390/molecules22040662

Reference yield: 99.0%

benzoic acid (65-85-0,8013-63-6) + bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)disulfide (5207-08-9) → O2,O3,O4,O6-Tetraacetyl-O1-benzoyl-β-D-glucopyranose (38430-69-2)

Guidance literature:

With copper acetylacetonate; silver carbonate; at 150 ℃; Reagent/catalyst; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.joc.0c00766

Reference yield: 79.0%

tetraacetyl thioglucose (19879-84-6) + benzoic acid (65-85-0,8013-63-6) → O2,O3,O4,O6-Tetraacetyl-O1-benzoyl-β-D-glucopyranose (38430-69-2)

Guidance literature:

With copper acetylacetonate; silver carbonate; at 130 ℃; for 0.25h; Reagent/catalyst; Wavelength; Temperature; stereoselective reaction; Catalytic behavior; Microwave irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c00766

upstream raw materials:

2,3,4,6-tetra-O-acetyl-β-D-glucopyranose

benzoic acid

trifluoroacetic anhydride

acetic anhydride

Refernces

• 1、 Horsley,S.,Meinwald,J.. "-". . p. 1127. Retrieved 1981.
• 2、 Bennai, Nedjwa,Chabrier, Amélie,Fatthalla, Maha I.,Tran, Christine,Yen-Pon, Expédite,Belkadi, Mohamed,Alami, Mouad,Grimaud, Laurence,Messaoudi, Samir. "Reversing Reactivity: Stereoselective Desulfurative 1,2- trans- O-Glycosylation of Anomeric Thiosugars with Carboxylic Acids under Copper or Cobalt Catalysis". . p. 8893 - 8909. Retrieved 2020/08/14.
• 3、 Huang, Xiaobo,Zhang, Bingchuan,Xu, Hui. "Synthesis of some monosaccharide-related ester derivatives as insecticidal and acaricidal agents". . p. 4336 - 4340. Retrieved 2017/09/12.