| Identification | Back Directory | [Name]
1-O-HEXADECYL-PROPANEDIOL-(1,3) | [CAS]
23377-40-4 | [Synonyms]
hexadecoxypropanol
3-hexadecoxypropan-1-ol
3-hexadecyloxy-1-propanol
3-hexadecyloxypropan-
1-ol
3-(hexadecyloxy)-1-propanol
1-O-Hexadecyl-1,3-propandiol
3-(hexadecyloxy)
propan-1-ol
1-Propanol, 3-(hexadecyloxy)-
1-O-HEXADECYL-PROPANEDIOL-(1,3)
3-hexadecyloxy-propan-1-ol ether
1-O-HEXADECYL-PROPANEDIOL-(1,3) ISO 9001：2015 REACH | [Molecular Formula]
C19H40O2 | [MDL Number]
MFCD00171483 | [MOL File]
23377-40-4.mol | [Molecular Weight]
300.52 |
| Chemical Properties | Back Directory | [Melting point ]
39 °C(Solv: hexane (110-54-3)) | [Boiling point ]
409.8±18.0 °C(Predicted) | [density ]
0.868±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [pka]
14.89±0.10(Predicted) | [Appearance]
White to off-white Solid | [CAS DataBase Reference]
23377-40-4 |
| Questions And Answer | Back Directory | [Uses]
Hexadecyl, 1-3-propylene glycol ether belongs to the class of alcohol ether organic compounds and is an intermediate used in the preparation of the drug hexadecyloxypropyltenovir disoproxil fumarate. |
| Hazard Information | Back Directory | [Synthesis]
In a 1000 mL round bottom flask, n-hexadecyl bromide (97.5 g, 0.32 mol, 1 eq.), 1,3-propanediol (73.5 g, 0.96 mol, 3 eq.), DMSO (200 mL), DMF (200 mL), and potassium hydroxide (72 g, 1.28 mol, 4 eq.) were added in turn and the reaction was stirred for 16 h at room temperature. Upon completion of the reaction, 500 mL of water was added to the reaction mixture and the pH was adjusted to neutral with 5 M hydrochloric acid solution, followed by extraction with ethyl acetate (500 mL x 2). The organic phases were combined and washed with saturated saline (500 mL x 2). The organic layer was collected, dried over anhydrous sodium sulfate (10 g), filtered and the filtrate concentrated under reduced pressure to give 102 g of yellow solid. Crystallization by petroleum ether gave 85 g of white flaky crystals in 88.4% yield. | [References]
[1] Patent: CN107936059, 2018, A. Location in patent: Paragraph 0011; 0029; 0030
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 11, p. 3658 - 3665
[3] Phosphorus, Sulfur and Silicon and the Related Elements, 2002, vol. 177, # 12, p. 2887 - 2893
[4] Chemistry and Physics of Lipids, 1996, vol. 83, # 1, p. 77 - 85
[5] Molecular Therapy - Nucleic Acids, 2017, vol. 8, p. 158 - 168 |
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