223930-07-2

Upstream product

• 91202-74-3 N-<2-hydroxy-1,1-bis(hydroxymethyl)ethyl>-N^α-(benzyloxycarbonyl)glycinamide 
• 77-76-9 2,2-dimethoxy-propane 
• 67-64-1 acetone 
• 1138-80-3 N-(Benzyloxycarbonyl)glycine 
• 159396-61-9 benzyl 2,5-dioxo-oxazolidine-3-carboxylate 

Downstream Products

• 223930-13-0 (3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-carbamic acid 5-(2-benzyloxycarbonylamino-acetylamino)-2,2-dimethyl-[1,3]dioxan-5-ylmethyl ester 
• 512168-82-0 N-(2,2-dimethyl-5-[(1-oxododecyl)oxymethyl]-[1,3]dioxan-5-yl)-N^α-(benzyloxycarbonyl)glycinamide 
• 512168-89-7 N-(2,2-dimethyl-5-(t-butyldiphenylsilyloxymethyl)-[1,3]dioxan-5-yl)-N^α-(benzyloxycarbonyl)glycinamide 
• 512168-90-0 N-[1,1-bis(hydroxymethyl)-2-(t-butyldiphenylsilyloxymethyl)ethyl]-N^α-(benzyloxycarbonyl)glycinamide 
• 167986-18-7 N-[1,1-bis(hydroxymethyl)-2-[(1-oxohexadecyl)oxy]ethyl]-N^α-(benzyloxycarbonyl)glycinamide 
• 167986-19-8 N-[1-hydroxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide 
• 512168-91-1 N-[1-t-butyldiphenylsilyloxymethyl-2-[(1-oxohexadecyl)oxy]-1-[(1-oxohexadecyl)oxymethyl]ethyl]-N^α-(benzyloxycarbonyl)glycinamide 
• 151734-51-9 N-[1,1-bis(hydroxymethyl)-2-acetoxyethyl]-N^α-(benzyloxycarbonyl)glycinamide 
• 223930-08-3 (3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-carbamic acid 2-(2-benzyloxycarbonylamino-acetylamino)-3-hydroxy-2-hydroxymethyl-propyl ester 
• 511545-34-9 N-(2,2-dimethyl-5-[(1-oxohexadecyl)oxymethyl]-[1,3]dioxan-5-yl)-N^α-(benzyloxycarbonyl)glycinamide 

Relevant academic research and scientific papers

Selective protection strategies in the synthesis of TRIS-fatty ester derivatives

A methodology for the selective synthesis of lipophilic acyl derivatives of the glycinamido triol (1) with either one, two, or three fatty ester groups has been established. Peracylation of (1), with palmitoyl chloride gave the triacylated derivative. Conversion of (1) into the acetonide, followed by acylation with either palmitoyl chloride or lauroyl chloride, and acetal hydrolysis provided the monoacylated derivatives. Treatment of (1) with trimethyl orthoacetate gave the orthoacetate derivative. Mild hydrolysis provided the monoacetate/diol. Acylation of the two hydroxyl groups with palmitoyl chloride gave the dipalmitate/acetate. Selective cleavage of the acetate group afforded the dipalmitate of (1). Analogous chemistry with trimethyl orthoformate provided the same dipalmitate via the orthoformate, monoformate/diol, and dipalmitate/formate. A more robust synthesis of the dipalmitate was achieved by converting the hydroxyl group of the acetonide of (1) into a tert-butyldiphenylsilyl ether, followed by acetal hydrolysis, palmitoylation of the liberated hydroxyl groups, and desilylation.

Synthesis of a Glycolipidic Amphiphilic Nitrone as a New Spin Trap

The synthesis of a new amphiphilic nitrone, A, derived from a digalactosyl tris(hydroxymethyl)-aminomethane bearing a perfluorocarbon chain is described. A exhibited a surfactant behavior (cmc = 1.6 x 10-5 mol/L), and the specific recognition o

Synthesis of Double-Chain Glycolipids derived from Aspartic Acid : Preliminary Investigation of their Colloidal Behavior

Double-tailed glycolipids derived from mono-, di- and tri-O-galactosyl tris(hydroxymethyl) aminomethane and aspartic acid have been synthesized.Preliminary assessment by negative staining transmission electron microscopy of dispersions of these amphiphile

Synthesis of polymerizable glycolipids derived from Tris (hydroxymethyl) aminomethane: Preparation of polymerized micelles

We have synthesized a series of new polymerizable glycolipids derived from Tris(hydroxymethyl) aminomethane (TRIS). Galactosylation of TRIS was performed in good yield by means of ultrasounds. Polymerization of 11-N-acrylamido-N-Tris(β-D-galactopyranosyl