HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → benzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (S)-tert-butyl 1-cyclopentyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-2-ylcarbamate | HCID 68709020 | — |
| Solvent | Trifluoroacetic acid methylene chloride | HCID 21863450 | — |
| Product | benzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamate | HCID 59382929 | 210.7% |
Reaction Steps
A solution of (S)-tert-butyl 1-cyclopentyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-2-ylcarbamate (550 mg) in TFA/CH2Cl2 (10 mL, 20% v/v) was stirred for 2 hrs at 5° C. The reaction was neutralized with saturated aqueous NaHCO3 and extracted with CH2Cl2 (3×30 mL). The combined extracts were washed with saturated brine (30 mL), dried over Na2SO4, and evaporated to give (S)-benzyl 2-amino-3-cyclopentylpropyl(methyl)carbamate (420 mg) that was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-41825737cd164aae9144244d87dbd320 |
| Source note | uspto-grants-2013_07 |