HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729564Generated: October 31, 2026
Morpholine → O-benzhydryl (6R)-3-(1,3-dioxan-5-ylmethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioate
https://huagongshe.com/reaction/1729564

Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,3-dioxan-5-ylmethanol | HCID 283992 | — |
| Reactant | HCID 19011617 | HCID 19011617 | — |
| Reactant | O-benzhydryl (6R)-3-acetyl-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioate | HCID 139642673 | — |
| Catalyst | Trifluoromethanesulfonic anhydride | HCID 67749 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 1,3-Dioxan-5-ylmethyl trifluoromethanesulfonate | HCID 19011575 | — |
| Product | O-benzhydryl (6R)-3-(1,3-dioxan-5-ylmethyl)-7-[[(2Z)-2-methoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioate | HCID 141573527 | 92% |
Reaction Steps
1,3-Dioxan-5-ylmethyl trifluoromethanesulfonate was prepared in the same manner as in Example 27 (a) from 1,3-dioxan-5-ylmethanol (205 mg), pyridine (0.15 ml) and trifluoromethanesulfonic acid anhydride (5.39 mg). On the other hand, diphenylmethyl 7-[(Z)-2-(2-tritylaminothiazol-4-yl) -2-methoxyiminoacetamido]-3-acetylthio-3-cephem-4-carboxylate (500 mg) was reacted with morpholine and triethylamine in the same manner as in Example 27 (b), followed by reacting the resulting reaction product with the 1,3-dioxan-4-ylmethyl trifluoromethanesulfonate in the same manner as in Example 27 (b). The reaction solution so obtained was post-treated in the same manner as in Example 27 (b) and the produced compound was recovered and purified similarly to Example 27 (b) to afford the titled compound (490 mg; 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05332731 |
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| Source dataset | uspto-grants-1994_07 |
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| ORD ID | ord-5ad0ad7836ea4a02a6b3368e16e99bd9 |
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| Source note | uspto-grants-1994_07 |
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