99745-99-0

Upstream product

• 88425-05-2 Methyl-3-azido-2-O-benzoyl-4,6-O-benzyliden-3-desoxy-α-D-glucopyranosid 
• 99265-94-8 (2R,4aR,6S,7R,8R,8aR)-8-hydroxy-6-methoxy-2-phenyl-7-phenylcarbonyloxyperhydropyrano[3,2-d][1,3]dioxine 
• 99679-77-3 Methyl-2-O-benzoyl-4,6-O-benzyliden-3-O-trifluormethylsulfonyl-α-D-allopyranosid 
• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 134341-61-0 O²,O⁴-benzylidene-O³-(1-methoxy-2-oxo-ethyl)-erythrose 
• 99745-47-8 methyl 3-azido-3-deoxy-4,6-O-(phenylmethylene)-2-benzoate-α-D-allopyranoside 
• 99679-79-5 methyl 4,6-O-(phenylmethylene)-2-benzoate-3-(trifluoromethanesulfonate)-α-D-glucopyranoside 
• 28642-64-0 methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside 
• 66537-92-6 methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside 
• 101223-51-2 methyl 4,6-O-benzylidene-3-deoxy-3-phenylazo-α-D-glucopyranoside 
• 42775-84-8 methyl 4,6-O-benzylidene-3-deoxy-3-phthalimido-α-D-glucopyranoside 

Downstream Products

• 101223-52-3 methyl 3-acetylamino-4,6-O-benzylidene-3-deoxy-α-D-glucoside 
• 99745-46-7 Methyl-4,6-O-benzyliden-3-<(benzyloxycarbonyl)amino>-3-desoxy-α-D-glucopyranosid 
• 63598-34-5 Methyl 3-acetamido-4,6-O-benzylidene-2,3-dideoxy-α-D-arabino-hexopyranoside 
• 101223-53-4 methyl 3-acetylamino-2-O-benzyl-4,6-O-benzylidene-3-deoxy-α-D-glucoside 
• 101155-70-8 methyl 3-acetylamino-4,6-O-benzylidene-3-deoxy-2-O-(methylthio)thiocarbonyl-α-D-glucoside 
• 99679-92-2 Methyl-3-<(benzyloxycarbonyl)amino>-3,4-didesoxy-α-D-glycero-hex-3-enopyranosid-2-ulose 
• 99679-90-0 Methyl-4,6-O-benzyliden-3-<(benzyloxycarbonyl)amino>-3-desoxy-3-C-methyl-α-D-arabino-hexopyranosid-2-ulose 
• 99679-78-4 Methyl-4,6-O-benzyliden-3-<(benzyloxycarbonyl)amino>-3-desoxy-α-D-arabino-hexopyranosid-2-ulose 
• 2484-81-3 methyl-[O²-acetyl-3-acetylamino-O⁴,O⁶-((R)-benzylidene)-3-deoxy-α-D-glucopyranoside] 

Relevant academic research and scientific papers

Modular hydroxyamide and thioamide pyranoside-based ligand library from the sugar pool: New class of ligands for asymmetric transfer hydrogenation of ketones

A large library of pyranoside-based hydroxyamide and thioamide ligands has been synthesized for asymmetric transfer hydrogenation in an attempt to expand the scope of the substrates to cover a broader range of challenging heteroaromatic and aryl/fluoroalkyl ketones. These ligands have the advantage that they are prepared from commercial D-glucose, D-glucosamine and α-amino acids, inexpensive natural chiral feedstocks. By carefully selecting the ligand components (substituents/configurations at the amide/thioamide moiety, the position of amide/thioamide group and the configuration at C-2), we found that pyranoside-based thioamide ligands provided excellent enantioselectivities (in the best cases, ees of >99% were achieved) in a broad range of ketones, including the less studied heteroaromatics and challenging aryl/fluoroalkyls. Note that both enantiomers of the reduction products can be obtained with excellent enantioselectivities by simply changing the absolute configuration of the thioamide substituent.

Toward fluorinated aminoglycosides: Structural studies of phenylhydrazine condensation with carbohydrate derivatives

The reaction of phenylhydrazine with a sugar dialdehyde in water, as a key step for the synthesis of the 3-amino-3-deoxy-d-glucose moiety contained in kanamycin, has been revisited. Structural studies (IR and NMR as well as a simple theoretical model base

Enolates of Carbohydrates, 4. - Axial C-Alkylation in α-Position of α-Amino-α-deoxy-ketoses

Products of type 2a-c, 6, 10a, b, and 14a, b which are alkylated in α-position of the keto function are yielded by reaction of the α-amino-α-deoxy-uloses 1a-c, 5, 9a, and 13a, b with LDA, CH3I, HMPA in THF (method A) or KOtBu, CH3I in DMF (method B) in a

The Deoxygenation of some Derivatives of Methyl 3-Amino-3-deoxy-α-D-glucopyranoside

The deoxygenation, at C2, of methyl 3-acetylamino-4,6-O-benzylidene-3-deoxy-α-D-glucoside, is described, and the subsequent conversion of the product into 3-acetylamino-2,3-dideoxy-D-arabino-hexose.Attempts at further deoxygenation (at C6), even the use of trifluoroacetylamino derivatives, were unsuccessful.

SYNTHESIS OF NITROGEN-15-LABELED AMINO SUGAR DERIVATIVES BY ADDITION OF PHTHALIMIDE-(15)N TO A CARBOHYDRATE EPOXIDE

Derivatives of methyl 2-amino-2-deoxy-α-D-altropyranoside-2-(15)N and methyl 3-amino-3-deoxy-α-D-glucopyranoside-3-(15)N have been synthesized by addition of phthalimide-(15)N to methyl 2,3-anhydro-4,6-O-benzylidene-α-D-allopyranoside.The structures of th