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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167678Generated: October 25, 2026

Sodium Bicarbonate → tert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-aminopropionate

https://huagongshe.com/reaction/1167678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactanttert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-tert-butoxycarbonylaminopropionateHCID 68828668—
SolventTrifluoroacetic acid methylene chlorideHCID 21863450—
Producttert-Butyl (2S)-(adamant-1-ylmethoxycarbonylamino)-3-aminopropionateHCID 5391730494%

Reaction Steps

A solution of 8.7 g (19.22 mmol) of (13.10) in 180 ml of trifluoroacetic acid dichloromethane=1/1 is added, after 1 min, to 1.5 ml of an ice-cold solution of NaHCO3. The solution is extracted 3 times with dichloromethane and the dichloromethane phase is then dried over sodium sulfate. 6.35 g (94%) of (13.11) are obtained as a colorless solid after filtering and removing the solvent in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620820B2
Source datasetuspto-grants-2003_09
ORD IDord-171ef436feab4d7484a2e34ad77755c0
Source noteuspto-grants-2003_09