HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407867Generated: November 1, 2026
Sodium Azide → (R)-(2-azido-3-(hexadecyloxy)propoxy)(tert-butyl)dimethylsilane
https://huagongshe.com/reaction/2407867
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (S)-1-(tert-butyldimethylsilyloxy)-3-(hexadecyloxy)propan-2-yl methanesulfonate | HCID 86678272 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (R)-(2-azido-3-(hexadecyloxy)propoxy)(tert-butyl)dimethylsilane | HCID 86678273 | — |
Reaction Steps
A mixture of (S)-1-(tert-butyldimethylsilyloxy)-3-(hexadecyloxy)propan-2-yl methanesulfonate (1 eq) and NaN3 (5 eq) in DMF (0.5 M) was stirred at 100° C. over night. The reaction mixture was filtered and washed with DCM. The filtrate was concentrated en vaccuo. The resulting crude was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-15% EtOAc/Hex to give (R)-(2-azido-3-(hexadecyloxy)propoxy)(tert-butyl)dimethylsilane as acolorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08808703B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-5f086ede24314a2f9cb2da820c72c744 |
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| Source note | uspto-grants-2014_08 |
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