87326-47-4

Upstream product

• 1223405-97-7 methyl 4-O-benzoyl-2,3-di-O-benzyl-6-O-(2-nitro)phenylacetyl-α-D-glucopyranoside 
• 98-88-4 benzoyl chloride 
• 87392-25-4 methyl 2,3-di-O-benzyl-β-L-idopyranoside 
• 87326-92-9 methyl 4-O-benzoyl-2,3-di-O-benzyl-6-O-trityl-β-L-idopyranoside 
• 20231-38-3 (2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol 
• 87326-89-4 methyl 4-O-acetyl-2,3-di-O-benzyl-6-deoxy-6-iodo-α-D-glucopyranoside 
• 87326-88-3 methyl 6-deoxy-6-iodo-2,3-bis-O-(phenylmethyl)-α-D-glucopyranoside 
• 87326-90-7 methyl 4-O-acetyl-2,3-di-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranoside 

Downstream Products

• 87326-95-2 methyl (methyl 2,3-di-O-benzyl-β-L-idopyranosid)uronate 
• 87907-55-9 methyl uronate 
• 87326-96-3 methyl uronate 
• 259742-16-0 Benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-[di-tert-butyl-((2R,3R,4S,5R)-3,4,5-tris-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-silanyloxymethyl]-6-methoxy-tetrahydro-pyran-3-yl ester 
• 1223405-97-7 methyl 4-O-benzoyl-2,3-di-O-benzyl-6-O-(2-nitro)phenylacetyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

3-Butenyloxycarbonyl as a new hydroxyl protecting group in carbohydrate synthesis

3-Butenyloxycarbonyl (Bloc) has been identified as a new hydroxyl protecting group, which can be introduced under mild conditions in high yields and selectively removed by OsO4/NaIO4/2,6-lutidine in CH3CN-H2O wi

(2-Nitrophenyl)acetyl: A new, selectively removable hydroxyl protecting group

Figure presented The utility of the (2-nitrophenyl)acetyl (NPAc) group for the protection of hydroxyl functions is reported. (2-Nitrophenyl)acetates are readily prepared starting from the commercially available, inexpensive (2-nitrophenyl)acetic acid, and these esters are stable under a series of common carbohydrate transformations. The NPAc group can be removed selectively using Zn and NH4Cl without affecting a series of common protecting groups. This new protecting group is orthogonal with the commonly used tert-butyldimethylsilyl, levulinoyl, 9-fluorenylmethoxycarbonyl, naphthylmethyl, and p-methoxybenzyl groups.

Selective deprotection of terminal isopropylidene acetals and trityl ethers using HClO4 supported on silica gel

Terminal isopropylidene acetals are selectively cleaved to the corresponding 1,2-diols in good to excellent yields in 6-24 h at room temperature by using the 'HClO4?SiO2' reagent system. Likewise, trityl ethers are readily cleaved to the corresponding alcohols in good to excellent yields within 2-3 h at room temperature. Work-up involves merely filtration of the reagent followed by purification of the crude product.

CHEMICAL SYNTHESIS OF L-IDURONIC ACID-CONTAINING DISACCHARIDIC FRAGMENTS OF HEPARIN

Condensation of methyl 3-O-benzyl-2-benzyloxycarbonylamino-6-O-chloroacetyl-2-deoxy-α-D-glucopyranoside with methyl (2,3,4-tri-O-acetyl-α-L-idopyranosyl bromide)uronate in 1,2-dichloroethane, in the presence of silver triflate and molecular sieves, provid