HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610818Generated: November 2, 2026
tert-butyl N-(azetidin-3-ylmethyl)carbamate → benzyl N-[3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]azetidine-1-carboximidoyl]carbamate
https://huagongshe.com/reaction/1610818
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-butyl N-(azetidin-3-ylmethyl)carbamate | HCID 15346872 | — |
| Reactant | benzyl N-(C-methoxycarbonimidoyl)carbamate | HCID 139267837 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | benzyl N-[3-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]azetidine-1-carboximidoyl]carbamate | HCID 140379072 | 38.5% |
Reaction Steps
0.9 g (4.8 mmol) of 3-(N-tert-butyloxycarbonylaminomethyl) azetidine and 1.3 g (6.3 mmol) of N-benzyloxycarbonyl-O-methylisourea was mixed in 6.5 mL toluene and heated to 70° C. for 72 h and then left at roomtemperature for another 72 h. Evaporation followed by flash chromatography using EtOAc followed by MeOH (saturated with NH3(g))/CH2Cl21 1/9, as eluent gave 0.67 g (38%) of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06984627B1 |
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| Source dataset | uspto-grants-2006_01 |
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| ORD ID | ord-4362837a5a1046258faad2d65db8a6f6 |
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| Source note | uspto-grants-2006_01 |
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