449729-69-5

Basic information

• Product Name: 3,4,5-Piperidinetriol,2-methyl-,(2S,3R,4R,5R)-(9CI)
• Synonyms: 3,4,5-Piperidinetriol,2-methyl-,(2S,3R,4R,5R)-(9CI)
• CAS NO: 449729-69-5
• Molecular Formula: C6H13NO3
• Molecular Weight: 0
• Product Categories: ALCOHOL
• Mol File: 449729-69-5.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3,4,5-Piperidinetriol,2-methyl-,(2S,3R,4R,5R)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-Piperidinetriol,2-methyl-,(2S,3R,4R,5R)-(9CI)(449729-69-5)
• EPA Substance Registry System: 3,4,5-Piperidinetriol,2-methyl-,(2S,3R,4R,5R)-(9CI)(449729-69-5)

Safety Data

• Hazardous Substances Data: 449729-69-5(Hazardous Substances Data)

Upstream product

• 56607-40-0 methyl D-arabinofuranoside 
• 1392233-19-0 (+)-(3S,4S,5R)-6-azido-2,3,4,5-tetraacetoxyhex-1-ene 
• 173829-16-8 (2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-methyl-piperidine-2-sulfonic acid 
• 207295-99-6 (3aR,6S,6aR)-dihydro-6-(azidomethyl)-2,2-dimethylfuro-[3,4-d]-1,3-dioxol-4(3aH)-one 
• 20031-16-7 L-Rhamnono-1,4-lactone 
• 197568-08-4 (2S,3R,4R,5S,6R)-3,4,5-Trihydroxy-6-methyl-piperidine-2-sulfonic acid 
• 173829-15-7 (2S,3R,4R,5R,6R)-3,4,5-Trihydroxy-6-methyl-piperidine-2-sulfonic acid 
• 118068-41-0 2,3-di-O-benzyl-6-deoxy-D-arabino-5-hexulofuranose 
• 243662-99-9 N-diphenylmethyl-4-O-pivaloyl-L-(-)-gulo-1-deoxynojirimycin 
• 102919-04-0 benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside 

Relevant articles and documents

N-Alkyl-1,5-dideoxy-1,5-imino-L-fucitols as fucosidase inhibitors: Synthesis, molecular modelling and activity against cancer cell lines

1,5-Dideoxy-1,5-imino-L-fucitol (1-deoxyfuconojirimycin, DFJ) is an iminosugar that inhibits fucosidases. Herein, N-alkyl DFJs have been synthesised and tested against the α-fucosidases of T. maritima (bacterial origin) and B. taurus (bovine origin). The

Deoxygenative olefination reaction as the key step in the syntheses of deoxy and iminosugars

Just a spoonful of sugar! A new synthetic strategy involving the use of a deoxygenative olefination reaction as the key step was developed for the preparation of deoxy and iminosugars in their optically active form (see scheme). This strategy has been proven successful by the use of a pentose, hexose, heptose, and disaccharide as the starting materials. Furthermore, it was applied in a formal total synthesis of iminosugar (-)-1-deoxy-l- fuconojirimycin, which can inhibit a-l-fucosidase.

Total synthesis of pipecolic acid and 1-: C -alkyl 1,5-iminopentitol derivatives by way of stereoselective aldol reactions from (S)-isoserinal

A short synthesis of iminosugars and pipecolic acid derivatives has been realized through aldol addition of a pyruvate, a range of ketones and (S)-isoserinal, followed by catalytic reductive intramolecular amination. The stereoselective aldol reaction was achieved successfully by using tertiary amines or di-zinc aldol catalysts, thus constituting two parallel routes to optically pure products with good yields and high diastereo-selectivities. These carbohydrate analogues may be the inhibitors of potent glycosidases and glycosyltransferases.

Alternative synthesis and antibacterial evaluation of 1,5-dideoxy-1,5-imino-l-rhamnitol

A convenient synthesis is described of 5-azido-5-deoxy-2,3-O-isopropylidene-l-rhamnofuranose from l-rhamnose in seven steps and 17% overall yield. A key feature of the synthesis is the selective oxidation of the secondary alcohol in 2,3-O-isopropylidene-l