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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 11171Generated: October 26, 2026

Oxalyl chloride → Dicyclohexylcarbodiimide

https://huagongshe.com/reaction/11171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant(4R)-3-[(2S,3S)-2-hydroxy-3-(1H-indole-4-carbonylamino)-4-phenyl-butanoyl]-5,5-dimethyl-N-(o-tolylmethyl)thiazolidine-4-carboxamideHCID 514529—
ProductDicyclohexylcarbodiimideHCID 10868—

Reaction Steps

The synthesis of compounds with the general structure 27 is as follows. The boc-protected thiazolidine carboxylic acid 1 is converted to amino-ketones 26 with requisite grignard reagents 25 in the presence of oxalyl chloride. Final compounds 27 are obtained by a DCC-mediated coupling of 26 and 4 followed by deprotection of the P2 phenol. Final compounds were purified either by flash chromatography or preparative HPLC. Specific Method D

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094909B2
Source datasetuspto-grants-2006_08
ORD IDord-d385b842dcb8486f8120e8156d84ee72
Source noteuspto-grants-2006_08