135968-96-6

Basic information

• Product Name: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine
• Synonyms: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine
• CAS NO: 135968-96-6
• Molecular Weight: 617.78
• Mol File: 135968-96-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine(135968-96-6)
• EPA Substance Registry System: 4-methyl-N-(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)benzylideneamine(135968-96-6)

Safety Data

• Hazardous Substances Data: 135968-96-6(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 108342-87-6 tetra-O-pivaloyl-β-D-galactopyranosylamine 
• 108342-85-4 1,2,3,4,6-penta-O-pivaloyl-β-D-galactopyranose 
• 108342-86-5 2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl azide 

Downstream Products

• 108342-88-7 2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[((R)-cyano-p-tolyl-methyl)-amino]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 120255-35-8 2,2-Dimethyl-propionic acid (2R,3R,4S,5S,6R)-2-[((S)-cyano-p-tolyl-methyl)-amino]-3,5-bis-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester 
• 1438284-42-4 (2E)-5-[(2,3,4,6-tetra-O-pivaloyl-β-D-galactopyranosyl)amino]-5-(p-methylphenyl)-pent-2-enal 
• 1196447-23-0 C₄₂H₆₂NO₁₁P 

Relevant articles and documents

Diastereoselective Synthesis of Adjacent P,C-Stereogenic β-N-Glycosidic Linked α-Aminophosphinates

The diastereoselective formation of adjacent P,C-stereogenic β-N-glycosidic linked α-aminophosphinates is developed in high yields via a phospha-Mannich reaction. The reaction was performed by employing (Rp)-O-(?)-menthyl H-phenylphosphinate and O-pivaloylated N-galactosylimine for double stereodifferentiation and BF3·Et2O as a promoter in THF. O-Pivaloylated N-galactosylphenyl imine 2 and (Rp)-O-(?)-menthyl H-phenylphosphinate 1 were converted to N-galactosyl α-aminoalkylphosphinate 3 with ratios of diastereomers up to 20:1. The synthetic method of the conversion provides a rapid access to adjacent P,C-stereogenic chiral α-aminophosphinates.

Stereoselective synthesis of α-amino(phenyl)methyl(phenyl)phosphinic acids with O-pivaloylated D-galactoslamine as chiral auxiliary

Stereoselective synthesis of α-amino (phenyl)methyl(phenyl)phosphinic acids with O-pivaloylated D-galactosylamine as chiral auxiliary, was reported. 2 3 drops of acetic acid were added to a solution of amine 1 and aldehyde 2 in 2-propanol and the mixture was stirred at room temperature for about 0.5 h. A solution of N-galactosylaldimines 3 in THF was cooled to 0°C, and phosphinate 4 and SnCl4 were added. The mixture was stirred for 2 d at room temperature. The aqueous phase was extracted with CHCl3 and the organic layers were dried with anhydrous MgSO4, filtered, and concentrated in vacuo to yield the crude products. A solution of compound 5 in dry methanol was treated with freshly prepared solution of HCl. Then methanol was evaporated in vacuo and the remaining residue dissolved in 0.5 M HCl and extracted with pentane. The results revealed that AlCl3, SnCl 4, and BF3.OEt2 were able to promote the addition.

Diastereoselektive Strecker-Synthese von α-Aminonitrilen an Kohlenhydrat-Matrices

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