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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167674Generated: November 1, 2026

Diisopropyl Ether → Methyl 2-(S)-[N-carbobenzyloxy]amino-3-aminopropionate, hydrochloride

https://huagongshe.com/reaction/1167674

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantThionyl ChlorideHCID 24386—
Reactant3-amino-(2S)-benzyloxycarbonylamino propionic acid hydrochlorideHCID 13756823—
SolventMethanolHCID 887—
ProductMethyl 2-(S)-[N-carbobenzyloxy]amino-3-aminopropionate, hydrochlorideHCID 1375682598%

Reaction Conditions

Temperature-15 °C

Reaction Steps

7.4 ml (100.8 mmol) of thionyl chloride are added dropwise, at −15° C., to 50 ml of absolute methanol. 12 g (50.4 mmol) of 3-amino-(2S)-benzyloxycarbonylamino propionic acid hydrochloride are added, followed by 40 ml of absolute methanol. After stirring at −15° C. for 45 min and at room temperature for 20 h, the reaction mixture is poured into diisopropyl ether and the precipitate is filtered off with suction and dried under high vacuum. 14.18 g (98%) of (3.7) are obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620820B2
Source datasetuspto-grants-2003_09
ORD IDord-b744bd3343674955bd7a3890b9c764ac
Source noteuspto-grants-2003_09