HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801462Generated: October 27, 2026
Ammonium Chloride → Rac-1-azido-4-(tert-butyl-dimethyl-silanyloxy)-butan-2-ol
https://huagongshe.com/reaction/1801462
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (R)-tert-butyldimethyl(2-(oxiran-2-yl)ethoxy)silane | HCID 11030897 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Rac-1-azido-4-(tert-butyl-dimethyl-silanyloxy)-butan-2-ol | HCID 91149373 | 81% |
Reaction Steps
A solution of 2-[2-[[(tert-butyl)dimethylsilyl]oxy]ethyl]-oxirane (5.0 g; prepared according to WO 2007/144423) in MeOH (150 mL) was reacted with NaN3 (3.95 g) and NH4Cl (2.37 g). The reaction mixture was further stirred at 80° C. overnight. The solvent was evaporated under reduced pressure and the residue was partitioned between EA and water. The org layer was washed with brine, dried over Na2SO4 and evaporated under reduced pressure, affording a yellow oil (4.9 g, 81% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349826B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-273722a1d7544a94b6e36b22f5d52dd0 |
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| Source note | uspto-grants-2013_01 |
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