Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 78035674 | HCID 78035674 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86675583 | HCID 86675583 | — |
Reaction Steps
To a solution of methyl (1SR,2RS)-2-(hydroxymethyl)-1-(3-nitrophenyl)cyclopropylcarbamate (intermediate B7a) (3.5 g, 13.1 mmol, Eq: 1.00) in dichloromethane (20 ml) at 0° C. was added triethylamine (2.66 g, 3.66 ml, 26.3 mmol, Eq: 2.00) followed by dropwise addition of methanesulfonyl chloride (2.26 g, 1.54 ml, 19.7 mmol, Eq: 1.50) and the mixture was stirred at 0° C. for 2 h. Poured into ice cold 1 M HCl-sol., extracted with tert-butyl methyl ether, washed organic layer with sat. NaHCO3-sol. and brine, dried over Na2SO4. Removal of the solvent in vacuum left a yellow oil. MS (ISP): m/z=362.1 [(M+NH4)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08927535B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-5c5921e0906847a6bdc45301cb297887 |
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| Source note | uspto-grants-2015_01 |
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