tert-butyl N-[(2S,3R)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxyoctadecan-2-yl]carbamate

• ChemBase ID: 162647
• Molecular Formular: C29H54N3O7P
• Molecular Mass: 587.728721
• Monoisotopic Mass: 587.36993771
• SMILES: O(C[C@@H]([C@@H](CCCCCCCCCCCCCCC)O)NC(=O)OC(C)(C)C)P(=O)(OCCC#N)OCCC#N
• Canonical SMILES: CCCCCCCCCCCCCCC[C@H]([C@@H](NC(=O)OC(C)(C)C)COP(=O)(OCCC#N)OCCC#N)O
• InChI: InChI=1S/C29H54N3O7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-20-27(33)26(32-28(34)39-29(2,3)4)25-38-40(35,36-23-18-21-30)37-24-19-22-31/h26-27,33H,5-20,23-25H2,1-4H3,(H,32,34)/t26-,27+/m0/s1
• InChIKey: NNSQCFDMQYMFAF-RRPNLBNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl N-[(2S,3R)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxyoctadecan-2-yl]carbamate
• IUPAC Traditional name: tert-butyl N-[(2S,3R)-1-{[bis(2-cyanoethoxy)phosphoryl]oxy}-3-hydroxyoctadecan-2-yl]carbamate
• Synonyms: [R-(R*,S*)]-9-Cyano-6-(2-cyanoethoxy)-3-(1-hydroxyhexadecyl)-5,7-dioxa-2-aza-6-phosphanonanoic Acid 6-Oxide 1,1-Dimethylethyl Ester; N-tert-Butyloxycarbonyl-D-erythro-dihydro-D-sphingosine-1-phosphate Dicyanoethyl Ester

Database IDs

• CAS Number: 169528-22-7
• PubChem SID: 162256782
• PubChem CID: 71314172

CALCULATED PROPERTIES

• Acid pKa: 12.364736
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 6.442937
• LogD (pH = 7.4): 6.4429326
• Log P: 6.442937
• Molar Refractivity: 155.1665 cm^3
• Polarizability: 61.77261 Å^3
• Polar Surface Area: 150.9 Å^2
• Rotatable Bonds: 27
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B667770

Intermediate in the preparation of sphingosine 1-phosphate analogs.