96996-90-6

Basic information

• Product Name: 1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE
• Synonyms: 1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE;1,2,3,4,6-Pentabenzoate D-Mannopyranose;D-Mannose Pentabenzoate;(3S,4S,5R,6R)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate;(3S,4S,5R,6R)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate(WXC02200)
• CAS NO: 96996-90-6
• Molecular Formula: C₄₁H₃₂O₁₁
• Molecular Weight: 700.69
• Product Categories: 13C & 2H Sugars;Carbohydrates & Derivatives
• Mol File: 96996-90-6.mol
• Article Data: 87

Chemical Properties

• Melting Point: 152-153°C
• Boiling Point: 803.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.37±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Acetontrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE(96996-90-6)
• EPA Substance Registry System: 1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE(96996-90-6)

Safety Data

• Hazardous Substances Data: 96996-90-6(Hazardous Substances Data)

Usage

Description

1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE, with the CAS number 96996-90-6, is a white crystalline solid that serves as a valuable compound in the realm of organic synthesis. Its unique structure and properties make it a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE is used as a synthetic intermediate for the development of complex organic molecules. Its benzoyl-protected structure allows for selective reactions and functional group manipulations, making it an essential component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE is used as a key building block in the synthesis of novel drug candidates. Its ability to be selectively modified and incorporated into complex molecular structures makes it a valuable asset in the development of new medications with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE is used as a synthetic precursor in the development of new agrochemicals. Its versatility in organic synthesis allows for the creation of innovative compounds with enhanced pesticidal properties, contributing to more effective and environmentally friendly agricultural solutions.
Used in Specialty Chemicals:
1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE is used as a crucial component in the synthesis of specialty chemicals, such as fragrances, dyes, and other high-value organic compounds. Its unique properties and reactivity enable the production of novel and improved products with specific applications in various industries.

Upstream product

• 3458-28-4 D-Mannose 
• 98-88-4 benzoyl chloride 
• 530-26-7 D-Mannose 
• 93-97-0 benzoic acid anhydride 
• 6605-40-9 methyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 
• 233675-36-0 C₅₄H₄₆O₁₆ 
• 7296-15-3 alpha-D-mannopyranoside 
• 215295-18-4 4,6-Benzylidene-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose 
• 233675-31-5 C₄₈H₄₁F₃O₁₇S 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 
• 2592-58-7 1,2,3,4,6-penta-O-benzoyl-β-D-mannopyranose 
• 492-61-5 β-D-glucose 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 31273-58-2 1-(7-hydroxy-2,2-dimethylchroman-6-yl)ethanone 

Downstream Products

• 14262-87-4 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl chloride 
• 14218-11-2 2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide 
• 14726-07-9 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl iodide 
• 15356-09-9 1,1-bis-benzoylamino-1-deoxy-D-mannitol 
• 112841-30-2 1-O-acetyl-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose 
• 15067-04-6 (2R,3R,4S,5R,6R)-2-chloro-6-(benzoyloxymethyl)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 14262-85-2 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranosyl iodide 
• 15356-07-7 1,1-bis(benzamido)-1-deoxy-D-glucitol 
• 22415-91-4 1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose 
• 15356-07-7 1,1-bis-benzoylamino-1-deoxy-D-galactitol 
• 61198-88-7 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranosyl bromide 
• 113544-55-1 2,3,4,6-tetra-O-benzoyl-α-D-galactopyranose 
• 64768-20-3 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside 

Relevant articles and documents

Facile and efficient access to C1-aminosugar derivatives under mild conditions

A facile and efficient synthesis of C1-aminosugar derivatives under catalyst-free conditions is described here. In particular, readily available benzoyl glycosyl bromides react smoothly to give a broad scope of C1-aminosugar derivatives in good yields. Th

N-aryl sulfanilamide-N-beta-D-glucopyranose diamide compound and application thereof

The invention belongs to the technical field of medicines, and relates to a preparation method and medical application of an N1-aryl sulfanilamide-N4-beta-D-glucopyranose diamide compound. The compound is shown in a general formula (I), substituent groups are described in the specification, and the compound shown in the general formula (I) and an optical active body, a diastereoisomer and a pharmaceutically acceptable salt thereof are applied to preparation of anti-tumor drugs. Based on pharmacophore characteristics and subcellular localization of CA IX and XII, a selective CA IX and XII inhibitor is designed and synthesized, polyhydroxy high-polarity glucose is selected as a tail end, a classical pharmacophore aryl sulfanilamide fragment of a targeted CAs active center is introduced through a flexible aliphatic chain and a rigid aromatic structure, the overall structure can selectively inhibit catalytic activity of extracellular CA IX and XII, an anti-tumor effect is achieved, and therefore, the compound has a good application prospect.

A Substituent-Directed Strategy for the Selective Synthesis of L-Hexoses: An Expeditious Route to L-Idose

L-Hexoses are rare but biologically significant components of various important biomolecules. However, most are prohibitively expensive (if commercially available) which limits their study and biotechnological exploitation. New, efficient methods to access L-hexoses and their derivatives are thus of great interest. In a previous study, we showcased a stereoselective Bu3SnH-mediated transformation of a 5-C-bromo-D-glucuronide to an L-iduronide. We have now drawn inspiration from this result to derive a new methodology – one that can be harnessed to access other L-hexoses. DFT calculations demonstrate that a combination of a β-F at the anomeric position and a methoxycarbonyl substituent at C-6 is key to optimising the selectivity for the L-hexose product. Our investigations have also culminated in the development of the shortest known synthetic route to a derivative of L-idose from a commercially available starting material (45 % yield over 3 steps). Collectively, these results address the profound lack of understanding of how to synthesise L-hexoses in a stereoselective fashion.