80035-33-2

Usage

Chemical Properties

White Solid

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 80035-32-1 benzyl 2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 100-52-7 benzaldehyde 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 
• 80035-31-0 benzyl 2-phthalimido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside 
• 33868-53-0 tributylstannyl benzyl ether 
• 4463-33-6 1,2-dimethoxy-3-methylbenzene 
• 104-15-4 toluene-4-sulfonic acid 
• 100-51-6 benzyl alcohol 
• 10022-13-6 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranose 

Downstream Products

• 191216-69-0 Succinic acid (2R,3R,4R,5S,6R)-2-benzyloxy-6-benzyloxymethyl-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-hydroxy-tetrahydro-pyran-4-yl ester (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester 
• 80035-35-4 benzyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 158420-81-6 benzyl 3-O-benzyl-2-deoxy-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside 
• 153805-00-6 benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside 
• 153804-99-0 benzyl 3-O-benzyl-2-deoxy-4-O-(3',6'-di-O-benzyl-4'-O-chloroacetyl-2'-deoxy-2'-phthalimido-β-D-glucopyranosyl)-2-phthalimido-6-O-pivaloyl-β-D-glucopyranoside 
• 13347-79-0 benzyl 2-amino-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 80035-37-6 benzyl O-[2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl]-(1-4)-3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-β-D-glucopyranoside 
• 80035-36-5 benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside 
• 80035-34-3 2-((4aR,6R,7R,8R,8aS)-6,8-Bis-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-isoindole-1,3-dione 

Relevant academic research and scientific papers

Synthesis of N -acetyl glucosamine analogs as inhibitors for hyaluronan biosynthesis

Elevated hyaluronan expression is a hallmark of many types of cancer. Therefore, inhibition of hyaluronan biosynthesis can potentially slow the growth of tumor cells. Herein, we explore a chain termination strategy to reduce hyaluronan synthesis by tumor cells. Several analogs of glucosamine were prepared, which contained modifications at the C-3 positions. These analogs can possibly cap the nonreducing end of a growing hyaluronan chain, thus lowering the amount of hyaluronan synthesized. Upon incubation with pancreatic cancer cells, a fluorine-containing glucosamine analog was found to exhibit significant inhibitory activities of hyaluronan synthesis. Furthermore, it drastically reduced the proliferation of cancer cells. Supplemental materials are available for this article. Go to the publisher's online edition of Journal of Carbohydrate Chemistry to view the supplemental file.

Intramolecular glycosylation of prearranged glycosides part 5. α-(1→4)-Selective glucosylation of glucosides and glucosamines

The intramolecular (1→4) glucosylation of partially protected alkyl glucosides and glucosamines with phenyl 1-thioglucoside that is preconnected via its position 2 by a succinyl spacer to positions 3 of the glucosyl acceptor affords the α-linked disaccharides. The anomeric selectivity depends on the stereochemistry of the donor-acceptor-interaction and is not governed by neighboring group participation. In contrast, connecting the glucosyl donor by the succinyl bridge to position 6 of the glucosamine acceptor results in an α/β-mixture of the corresponding disaccharides upon intramolecular glycosylation.

Chemical Synthesis of Nod-Rm-1: the Nodilation Factor Involved in Rhizobium meliloti-legume Symbiosis

A total synthesis of the sulfated lipotetrasaccharide (NodRm-1) is described.First, the disaccharide glycosyl donor - O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl chloride 3a or

Lipid A analog as stimulant for production of interleukin-1 in human monocytes and tumor cell growth inhibitor

This invention concerns the use of synthetic Lipid A analog P9132 to activate human monocytes, and inhibit growth of tumor cells.

SYNTHESIS OF 3,6-DI-O-ACETYL-2-DEOXY-2-PHTHALIMIDO-4-O-(2,3,4,6-TETRA-O-ACETYL-β-D-GALACTOPYRANOSYL)-β-D-GLUCOPYRANOSYL CHLORIDE

A lactosaminyl donor, 3,6-di-O-acetyl-2-deoxy-2-phthalimido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl chloride, was synthesized in 10 steps, starting from 1,3,4,6-tetra-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose.Benzyl 3,6