86137-85-1

Basic information

• Product Name: Hexadecanoic acid (2S,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester
• CAS NO: 86137-85-1
• Molecular Weight: 580.714
• Mol File: 86137-85-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Hexadecanoic acid (2S,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Hexadecanoic acid (2S,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester(86137-85-1)
• EPA Substance Registry System: Hexadecanoic acid (2S,3R,4R,5S,6R)-3,4-dihydroxy-6-hydroxymethyl-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yl ester(86137-85-1)

Safety Data

• Hazardous Substances Data: 86137-85-1(Hazardous Substances Data)

Upstream product

• 1492-30-4 4-nitrophenyl palmitate 
• 47583-54-0 8-hexadecanoyloxy-quinoline 
• 86137-79-3 Hexadecanethioic acid S-benzothiazol-2-yl ester 
• 112-67-4 n-hexadecanoyl chloride 

Relevant articles and documents

CHIMIE DES SUCRES SANS GROUPEMENTS PROTECTEURS-I-ESTERIFICATION REGIOSELECTIVE DE L'HYDROXYLE ANOMERE DU LACTOSE, DU MALTOSE ET DU GLUCOSE

Treatment of acyl chlorides 4 with mercaptothiazoline, mercaptobenzothiazole, p-nitrophenol and 8-hydroxyquinoline in the presence of Et3N, afforded high yields of the corresponding reactive amides 5a-h,S-thioesters 6e-h and aryl esters 7e-h and 8a-h, respectively.The esters 6e-h, 7e-h and 8e-h reacted with excess β-lactose in pyridine, to give the corresponding β-esters 9e-h resulting from esterification of the anomeric hydroxyl of the sugar.The amides 5c, f-h gave the α-lactosyl esters 9c, f-h.The amide 5e and the esters 8b, c, e reacted with β-maltose, thus affording the corresponding β-maltosyl esters 10b, c, e, whereas the compounds 8a-e reacted with β-glucose, yielding the corresponding β-glucosyl esters 11a-e.This appears to be one of the very few selective chemical modifications of sugars known, which do not involve the toilsome protection-deprotection methology.The now commercially available maltosyl and glucosyl esters 10e and 11d-e are new non-ionic, and water soluble detergents which could be used for studies of cell membrane proteins.