HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863848Generated: October 30, 2026
Imidazole → t-Butyldimethylsilyloxyserine methyl ester
https://huagongshe.com/reaction/863848
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | L-Serine, methyl ester, hydrochloride (1:1) | HCID 2723730 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | t-Butyldimethylsilyloxyserine methyl ester | HCID 22856314 | — |
Reaction Steps
Serine methyl ester hydrochloride [HOCH2CH(NH2)CO2CH3 ·HCl] (18.7 g; 0.120 mol) and imidazole (30 g; 0.44 mol) are dissolved in DMF (100 ml) and cooled to 0° C. t-Butyldimethylsilyl chloride (19.5 g; 0.13 mol) is added and the reaction allowed to stir 15 hours at 25° C. The reaction is then diluted with ether (2 L), washed with water (4×500 ml), dried (MgSO4) and concentrated to yield t-butyldimethylsilyloxyserine methyl ester as an oil which is used directly in Step B.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05561143 |
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| Source dataset | uspto-grants-1996_10 |
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| ORD ID | ord-6214c12aa284476c8675703628a13572 |
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| Source note | uspto-grants-1996_10 |
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