HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl isocyanate → N-(t-butylaminocarbonyl)-beta-phenyl isoserine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl isocyanate | HCID 62412 | — |
| Reactant | Isocyanate | HCID 105034 | — |
| Reactant | (2R,3S)-3-Phenylisoserine methyl ester | HCID 10176516 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(t-butylaminocarbonyl)-beta-phenyl isoserine methyl ester | HCID 22389502 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
(2R,3S)-β-phenyl-isoserine methyl ester (4.35 g, 22 mM) is dissolved in 100 mL dry THF and the flask cooled to 0° C. To the solution is added t-butyl isocyanate (2.8 mL, 25 mM). TLC after 15 minutes shows some starting material left so another 0.5 mL of the isocyanate is added. TLC after 1 hour shows no starting material so the solvent is concentrated in vacuo leaving N-(t-butylaminocarbonyl)-β-phenyl isoserine methyl ester (3K).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05556878 |
| Source dataset | uspto-grants-1996_09 |
| ORD ID | ord-aad9b71f03e04c7399693e9454e7d867 |
| Source note | uspto-grants-1996_09 |