HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84736Generated: October 26, 2026
N-methyl-2-pyrrolidone → (1-Methyl-2-oxo-2-thiomorpholin-4-yl-ethyl)-carbamic acid tert-butyl ester
https://huagongshe.com/reaction/84736
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Thiomorpholine | HCID 67164 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-N-Boc-aminopropionic acid | HCID 268471 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1-Methyl-2-oxo-2-thiomorpholin-4-yl-ethyl)-carbamic acid tert-butyl ester | HCID 47289052 | 98.5% |
Reaction Steps
To a solution of 2-tert-Butoxycarbonylamino-propionic acid (3.5 g, 18.5 mmol), HOBt (22.2 mmol), NMP (22.2 mmol) and EDCI (22.2 mmol) in CH2Cl2 was added thiomorpholine (2.29 g, 22.2 mmol) at 0° C. The reaction mixture was stirred at 0° C. overnight, then washed with 2% aqueous NaOH, water, brine, and dried over Na2SO4. The solvent was removed under vacuum to give (1-Methyl-2-oxo-2-thiomorpholin-4-yl-ethyl)-carbamic acid tert-butyl ester (5.0 g) yield 98%. MS (M+H)=275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08846945B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-b79e1c4d1096465b926162e686dd2da6 |
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| Source note | uspto-grants-2014_09 |
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