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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254347Generated: November 1, 2026

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

https://huagongshe.com/reaction/1254347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantbenzyl (S)-2-(t-butoxycarbonylamino)-3-cyclopentylpropylmethylcarbamateHCID 59383026—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Productbenzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamateHCID 59382929102.7%

Reaction Steps

A solution of benzyl (S)-2-(t-butoxycarbonylamino)-3-cyclopentylpropylmethylcarbamate (550 mg) in TFA/CH2Cl2 (10 mL, 20% v/v) was stirred for 2 h at 5° C. The mixture was neutralized with sat'd aq NaHCO3 and extracted with CH2Cl2 (3×30 mL). The combined organic extracts were washed with brine (30 mL), dried over Na2SO4 and evaporated to give benzyl (S)-2-amino-3-cyclopentylpropylmethylcarbamate (420 mg) that was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455521B2
Source datasetuspto-grants-2013_06
ORD IDord-bf9a3c4c31ea438e8dfd6f9ea3fdbc5c
Source noteuspto-grants-2013_06