Structure of 198991-77-4
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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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| CAS No. : | 198991-77-4 |
| Formula : | C11H13NO2S |
| M.W : | 223.29 |
| SMILES Code : | O=C(C1N[C@@H](C2=CC=C(C)C=C2)SC1)O |
| English Name : | (2R)-2-(p-Tolyl)thiazolidine-4-carboxylic acid |
| MDL No. : | MFCD10688642 |
* 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 |
|---|---|---|
| 55% | With sodium hydrogencarbonate In water for 1h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 55% | With NaCO3 In water for 2h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 20% | In pyridine for 1h; Ambient temperature; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 57% | In pyridine for 1h; Ambient temperature; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 60% | With sodium carbonate In water at 100℃; for 2h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 99% | In ethanol; water at 25℃; for 6h; | 4.1.2. Synthesis of Compounds 8-24 General procedure: L-cystein(3.63 g, 30 mmol)was dissolved in a mixed solvent of water (50 mL) and EtOH (6 mL). Then the solution of corresponding aldehydes (1.0 equiv.) in EtOH (15 mL)was added. The mixture was stirred at 25 C for 6 h, filtered, washed with water, and dried to afford compounds 8-24. 2RS,4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid(8) White solid, 93% yield |
| 94.8% | Stage #1: L-Cysteine With sodium hydroxide In ethanol; water at 20℃; for 0.25h; Stage #2: 4-methyl-benzaldehyde In ethanol; water at 20℃; | |
| 90% | In ethanol at 20℃; for 5h; |
| 63% | In ethanol at 20℃; for 5h; | 4.6.14. General method for preparation of 2-aryl-1,3-thiazolidine-4-carboxylic acids (16a-c and 16f-j) General procedure: 16a-c and 16f-j were prepared using the general methoddescribed by Gududuru et al. [35]. A mixture of L-cysteine (8) (0.5 g,4.12 mmol) and appropriate aryl aldehyde (10a-c and 10f-j)(4.12 mmol) in ethanol (15 mL) was stirred at room temperature for5 h, and the solid separatedwas collected by filtration,washed withdiethyl ether and dried to afford 16a-c and 16f-j |
| 37% | In dimethylsulfoxide-d6; water-d2 at 22℃; for 1.6h; | 4.2.2. Determination of initial rates of reactions of aldehydes with cysteine (for Tables 3 and 4) General procedure: Reaction was initiated by adding 200 mL of 10 mM aldehyde solution in DMSO-d6 to 300 mL of 7.86 mM L-cysteine solution in 8.6% (v/v) D2O/DMSO-d6 at 22 C; final concentrations: [aldehyde] 4 mM and [cysteine] 4.7 mM in 5% (v/v) D2O/DMSO-d6. Formation of the thiazolidine was monitored by 1H NMR (Table S2). Initial rate was determined as the slope of a linear least-squares fitting of the time-product plots. |
| With trifluoroacetic acid In dichloromethane for 1.5h; Ambient temperature; |

| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 68% | With triethylamine In acetone for 1h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 48% | With sodium hydrogencarbonate In water for 1h; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With triethylsilane; trifluoroacetic acid In dichloromethane for 16h; Ambient temperature; |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 83% | With sodium acetate In ethanol; water at 25℃; for 3h; | |
| 70% | With sodium hydrogencarbonate In water; dimethyl sulfoxide at 20℃; for 12h; |