55676-46-5

Basic information

• Product Name: BETA,BETATREHALOSE OCTAACETATE
• Synonyms: BETA,BETATREHALOSE OCTAACETATE;SS,SSTREHALOSE OCTAACETATE
• CAS NO: 55676-46-5
• Molecular Formula: C28H38O19
• Molecular Weight: 678.589
• Mol File: 55676-46-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BETA,BETATREHALOSE OCTAACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: BETA,BETATREHALOSE OCTAACETATE(55676-46-5)
• EPA Substance Registry System: BETA,BETATREHALOSE OCTAACETATE(55676-46-5)

Safety Data

• Hazardous Substances Data: 55676-46-5(Hazardous Substances Data)

Upstream product

• 3947-62-4 2,3,4,6-tetra-O-acetyl-β-D-glucopyranose 
• 13992-16-0 (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 19126-95-5 trimethylsilyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 67-64-1 acetone 
• 66-25-1 hexanal 
• 74808-10-9 O-(2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosyl)trichloroacetimidate 
• 19879-84-6 tetraacetyl thioglucose 
• 1351686-13-9 2-propyl 2,6-di-O-acetyl-3-S-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside 
• 1351686-10-6 2-propyl 2,6-di-O-acetyl-4-S-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-3,4-dithio-α-D-glucopyranoside 
• 1351686-08-2 isopropyl 3,6-di-O-acetyl-3,4-epithio-α-D-galactopyranoside 
• 1351686-07-1 2-propyl 6-O-acetyl-3,4-epithio-α-D-galactopyranoside 
• 1057679-97-6 2-propyl 6-O-acetyl-3,4-anhydro-α-D-allopyranoside 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 585-91-1 neotrehalose 
• 499-23-0 β,β-trehalose 

Relevant articles and documents

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Glycosyl Fluorides as Intermediates in BF3·OEt2-Promoted Glycosylation with Trichloroacetimidates

Glycosyl fluorides have been found to be important intermediates in glycosylations with trichloroacetimidate donors and BF3·OEt2 activation (0.2–1 equiv.). Low-temperature NMR spectroscopy experiments revealed that the α-trichloroacetimidate was transformed into the glycosyl fluoride with inversion of stereochemistry, whereas the β anomer was not. A concerted mechanism was suggested for the stereospecific formation of glycosyl fluorides, which is not accounted for in the classic mechanism.

Novel Water-Soluble Bisphosphinite Chiral Ligands Derived from α,α- And β,β-Trehalose. Application to Asymmetric Hydrogenation of Dehydroamino Acids and Their Esters in Water or an Aqueous/ Organic Biphasic Medium

Novel 2,3:4,6-di-O-isopropylidene-α-D-glucopyranosyl-(1,1)-4,6-O-isopropylidene- 2,3-di-O-diphenylphosphino-α-D-glucopyranoside (2), 2,3:4,6-di-O-cyclohexylidene-α-D-glucopyranosyl-(1,1)-4,6-O- cyclohexylidene-2,3-di-O-diphenylphosphino-α-D-glucopyranoside (4), and 2,3:4,6-di-O-cyclohexylidene-β-D-glucopyranosyl-(1,1)-4,6-O- cyclohexylidene-2,3-di-O-diphenylphosphino-β-D-glucopyranoside (11) were prepared from the corresponding α,α- or β,β-trehalose. The ligands were transformed into cationic Rh complexes, such as [Rh(α-D-glucopyranosyl-(1,1)-2,3-di-O-diphenylphosphino-α-D- glucopyranoside)(cod)]BF4 (3) and [Rh(β-D-glucopyranosyl-(1,1)-2,3-di-O-diphenylphosphino-β-D- glucopyranoside)(cod)]BF4 (12) bearing free hydroxy groups. These complexes were soluble in water and were efficient catalysts for the asymmetric hydrogenation of dehydroamino acids and their esters in water or an aqueous/organic biphasic medium with high enantioselectivity (up to 99.9% ee). Aqueous biphasic systems offer an easy separation of the aqueous catalyst phase from the product phase and allow recycling of the catalyst phase without the loss of enantioselectivity.