HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450341Generated: October 26, 2026
Lithium azide → 2,5-Anhydro-6-azido-4,6-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-D-arabino-hexitol
https://huagongshe.com/reaction/1450341
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium azide | HCID 88163 | — |
| Reactant | 2,5-Anhydro-4,6-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-6-iodo-D-arabino-hexitol | HCID 67707319 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2,5-Anhydro-6-azido-4,6-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-D-arabino-hexitol | HCID 86750351 | 96.5% |
Reaction Steps
A solution, under argon, of 5.0 g of product from Example 275 in 10 ml of dry N,N-dimethylformamide is treated with 0.986 g of lithium azide. The mixture is stirred at 80° C. for 1 hour followed by room temperature for 18 hours. The reaction is diluted with water, extracted with diethyl ether, concentrated in vacuo, purified by chromatography (silica gel: 5-50% ethyl acetate/hexane) to give 4.0 g of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05602118 |
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| Source dataset | uspto-grants-1997_02 |
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| ORD ID | ord-c8dbd6e1b673424184bfd2587080fb68 |
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| Source note | uspto-grants-1997_02 |
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