299172-58-0

Basic information

• Product Name: (2S,3R,4E)-3-BENZOYL-2-TERTBUTYLOXYCARBONYLAMINO-1-TRIPHENYLMETHYL-4-OCTADECEN-1,3-DIOL
• Synonyms: (2S,3R,4E)-3-BENZOYL-2-TERTBUTYLOXYCARBONYLAMINO-1-TRIPHENYLMETHYL-4-OCTADECEN-1,3-DIOL;[(1S,2R,3E)-2-(Benzoyloxy)-1-[(triphenylMethoxy)Methyl]-3-heptadecenyl]carbaMic Acid 1,1-DiMethylethyl Ester
• CAS NO: 299172-58-0
• Molecular Formula: C₄₉H₆₃NO₅
• Molecular Weight: 746.03
• Product Categories: Miscellaneous Reagents;Aromatics
• Mol File: 299172-58-0.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 805.662°C at 760 mmHg
• Flash Point: 441.048°C
• Appearance: /
• Density: 1.054g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: (2S,3R,4E)-3-BENZOYL-2-TERTBUTYLOXYCARBONYLAMINO-1-TRIPHENYLMETHYL-4-OCTADECEN-1,3-DIOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R,4E)-3-BENZOYL-2-TERTBUTYLOXYCARBONYLAMINO-1-TRIPHENYLMETHYL-4-OCTADECEN-1,3-DIOL(299172-58-0)
• EPA Substance Registry System: (2S,3R,4E)-3-BENZOYL-2-TERTBUTYLOXYCARBONYLAMINO-1-TRIPHENYLMETHYL-4-OCTADECEN-1,3-DIOL(299172-58-0)

Safety Data

• Hazardous Substances Data: 299172-58-0(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

InChI:InChI=1/C49H63NO5/c1-5-6-7-8-9-10-11-12-13-14-15-16-29-38-45(54-46(51)40-30-21-17-22-31-40)44(50-47(52)55-48(2,3)4)39-53-49(41-32-23-18-24-33-41,42-34-25-19-26-35-42)43-36-27-20-28-37-43/h17-38,44-45H,5-16,39H2,1-4H3,(H,50,52)/b38-29+/t44-,45+/m1/s1

Upstream product

• 98-88-4 benzoyl chloride 
• 299172-62-6 (+)-tert-butyl {(1S,2R,3E)-2-Hydroxy-1-[(trityloxy)methyl]heptadec-3-en-1-yl}carbamate 
• 116467-63-1 N-tert-butyloxycarbonylsphingosine 
• 76-83-5 trityl chloride 

Downstream Products

• 299172-56-8 3-O-benzoyl-1-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-stearoyl-D-erythro-sphingosine 
• 299172-60-4 [glucose-U-(13)C]-3-O-benzoyl-1-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N-trifluoroacetyl-D-erythro-sphingosine 
• 299172-48-8 [glucose-(13)C6]-1-O-(β-D-glucopyranosyl)-D-erythro-sphingosine 
• 41106-92-7 (2S,3R,4E)-3-O-benzoyl-2-octadecanamido-4-octadecene-1,3-diol 
• 18459-13-7 (2S,3R,4E)-3-O-benzoyl-N-trifluoroacetyl-4-sphingenine 
• 4201-60-9 3-O-benzoyl-D-erythro-sphingosine 

Relevant articles and documents

Practical syntheses of [13C]- and [14C]-labelled glucosphingolipids

Synthetic routes to [glucose-U-14C]-1-O-(β-D-glucopyranosyl)-N-stearoyl-D-erythro-sp hingosine 1b and to [glucose-13C6]-1-O-(β-D-glucopyranosyl)sphingosine ([glucose-13C6]glucopsychosine, 2b) are described. Whereas the protected ceramide precursor for lb was prepared using conventional methodology, two new strategies were developed in the course of the synthesis of 2b. Of these, one relies on keeping a protecting group in place at all times to avoid the handling difficulties associated with sphingosine 4, while the other generates a protected derivative (24) of sphingosine indirectly by means of a Mitsunobu inversion.