HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1030632Generated: October 30, 2026
Carbamate → tert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamate
https://huagongshe.com/reaction/1030632
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbamate | HCID 276 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | (S)-(-)-1,1-Dimethylethyl(1-azidomethyl-3-methylbutyl)carbamate | HCID 86745708 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | tert-butyl N-[(2S)-1-amino-4-methylpentan-2-yl]carbamate | HCID 10262776 | — |
Reaction Steps
Lithium aluminum hydride (0.24 g; 6.4 mmole) was slurried in THF (20 mL) and cooled to 0° C. The suspension was treated with a solution of the carbamate from (c) above (1.1 g; 4.6 mmole) in THF (10 mL) and stirred for 2 hours at 0° C. The mixture was further cooled to -30° C. and a solution of NaHSO4 (0.6 g; 4.3 mmole) in H2O (5 mL) was cautiously added and then diluted with EtOAc (50 mL), and filtered through celite. The filtrate was dried over MgSo4, filtered, and concentrated in vacuo leaving a colorless liquid. Yield: 1.0 g (100%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05106873 |
|---|
| Source dataset | uspto-grants-1992_04 |
|---|
| ORD ID | ord-e33e0b6498d845fc95486df0fc0f7f3f |
|---|
| Source note | uspto-grants-1992_04 |
|---|