Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenyl chlorophosphate | HCID 75654 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Tritylpiperazine | HCID 11472931 | — |
| Reactant | HCID 178501736 | HCID 178501736 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178501735 | HCID 178501735 | — |
Reaction Steps
To a solution of (Z)-2-amino-α-[(1-carboxy-1-methylethoxy)imino]-4-thiazoleacetic acid, methyl ester (3.16 g, 11.0 mmol) in dimethylformamide (44 ml) and N,N-diisopropylethylamine (2.11 ml, 12.1 mmol) at -10° C. was added diphenylchlorophosphate (2.51 ml, 12.1 mmol). After one hour at -10° C., a solution of N-tritylpiperazine (3.87 g, 11.0 mmol correcting for 7% by weight triethylamine) in tetrahydrofuran (20 ml) and triethylamine (1.54 ml, 11.0 mmol) was added over 15 minutes. The reaction was stirred for an additional 15 minutes at -10° C. and for 2 hours at 0° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04576749 |
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| Source dataset | uspto-grants-1986_03 |
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| ORD ID | ord-9be4eecbbb4c4a4ca3fd7b5f6f5237b1 |
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| Source note | uspto-grants-1986_03 |
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