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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451781Generated: October 31, 2026

Sodium Bicarbonate → benzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamate

https://huagongshe.com/reaction/451781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-tert-butyl 1-cyclopentyl-3-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)propan-2-ylcarbamateHCID 68709020—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Productbenzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamateHCID 59382929210.7%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487108B2
Source datasetuspto-grants-2013_07
ORD IDord-41825737cd164aae9144244d87dbd320
Source noteuspto-grants-2013_07