Structure of 190848-36-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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*For Research Use Only! Not for Human Use. We Do Not Sell to Patients.
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| CAS No. : | 190848-36-3 |
| Formula : | C8H15NO2 |
| M.W : | 157.21 |
| SMILES Code : | CC(N[C@@H]1[C@@H](O)CCCC1)=O |
| English Name : | N-((1S,2S)-2-Hydroxycyclohexyl)acetamide |
| MDL No. : | MFCD24551175 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With hydrogenchloride; thionyl chloride 1) CHCl3, 0 deg C --> rt, 1 h, rt, 2 h; 2) reflux, 1 h; Yield given. Multistep reaction; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 100% | Stage #1: (1S,2S)-2-hydroxycyclohexylamine hydrochloride With sodium carbonate In acetone at 0℃; Stage #2: acetic anhydride In acetone at 0 - 20℃; for 3h; | |
| With sodium carbonate In acetone 1) 0 deg C --> rt, 1 h; 2) rt, 2 h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| In toluene at 25℃; Kinetic resolution with synthetic tetrapeptides; | ||
| With BOC-Val-Val-Pmh-D-Pro-Gly-Leu-Val-Val-OMe In dichloromethane; toluene at 25℃; | ||
| With 1,2,2,6,6-pentamethylpiperidine; Boc-(ϖ-Me)-L-His-D-Pro-CSNH-Aib-L-Phe-OMe In toluene at 25℃; for 0.833333h; Resolution of racemate; optical yield given as %ee; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With fluorescent sensor; peptide catalyst In dichloromethane; toluene at 25℃; | ||
| With tosyl-(ϖ-Me)-L-His-D-Pro-CSNH-Aib-L-Phe-OMe; N-ethyl-N,N-diisopropylamine In toluene at 25℃; for 0.666667h; Resolution of racemate; optical yield given as %ee; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 2 steps 1: HCl / ethanol; diethyl ether 2: aq. Na2CO3 / acetone / 1) 0 deg C --> rt, 1 h; 2) rt, 2 h |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 3 steps 1: 1.) TFA, 2.) H2 / 2.) PtO2 / 1) MeOH, rt, 30 min; 2) MeOH, rt, 40 h 2: HCl / ethanol; diethyl ether 3: aq. Na2CO3 / acetone / 1) 0 deg C --> rt, 1 h; 2) rt, 2 h |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With Boc-(ϖ-Me)-L-His-D-Pro-CSNH-Aib-L-Phe-OMe; triethylamine In toluene at 25℃; for 0.666667h; Resolution of racemate; optical yield given as %ee; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 3 steps 1: sodium hydroxide / ethanol / 1 h / 20 °C 2: dmap / chloroform / 8 h / 25 °C 3: Chiraldex G-TA column / 130 - 180 °C / Resolution of racemate |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| Multi-step reaction with 2 steps 1: dmap / chloroform / 8 h / 25 °C 2: Chiraldex G-TA column / 130 - 180 °C / Resolution of racemate |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With Chiraldex G-TA column at 130 - 180℃; Resolution of racemate; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 100% | With Dess-Martin periodane In dichloromethane at 20℃; for 3h; |