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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167671Generated: October 25, 2026

Methanol → H-Orn(Z)-ome hcl

https://huagongshe.com/reaction/1167671

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
ReactantH-Orn(Z)-OHHCID 7009570—
Solventtert-Butyl methyl etherHCID 15413—
ProductH-Orn(Z)-ome hclHCID 13967650—

Reaction Steps

While cooling with ice, and under an argon atmosphere, 240 ml of thionyl chloride are added dropwise to 300 ml of abs. methanol, after which 40 g (150 mmol) of (2S)-2-amino-5-benzyloxycarbonylaminopentanoic acid (1.1) are added and the mixture is allowed to react at room temperature for 3 h and at 4° C. overnight. The solution is poured into methyl tert-butyl ether, the solvent is decanted off and the residue is triturated with diethyl ether. After filtering off with suction, 29.14 g (61%) of (1.2) are obtained as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620820B2
Source datasetuspto-grants-2003_09
ORD IDord-c0d63cfafe5649538959e9e1c08df71f
Source noteuspto-grants-2003_09