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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1781316Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 54132057, compound

https://huagongshe.com/reaction/1781316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
ReactantHCID 54115552HCID 54115552—
ReactantHCID 86750880HCID 86750880—
ProductHCID 54132057HCID 54132057—

Reaction Steps

C tert-Butyl (2R,4R)-3-(2-tert-butoxycarbonyl-aminoacetyl)-2-(2-phenylphenyl)-4-thiazolidinecarboxylate may be prepared in a manner similar to that described in Example 1C, but starting with 5.44 g of tert-butyl (2RS,4R)-2-(2-phenylphenyl)-4-thiazolidinecarboxylate, 2.8 g of 2-tert-butoxycarbonylaminoacetic acid and 3.3 g of N,N'-dicyclohexylcarbodiimide. The crude product is purified by chromatography on silica [eluent: cyclohexane/ethyl acetate (80:20 by volume)]. The fractions containing the expected product are pooled and concentrated to dryness under reduced pressure at 40° C. 4.42 g of tert-butyl (2R,4R)-3-(2-tert-butoxycarbonylaminoacetyl)-2-(2-phenylphenyl)-4-thiazolidinecarboxylate are thereby obtained in the form of a white foam, which is used in the subsequent syntheses without further treatment.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05633270
Source datasetuspto-grants-1997_05
ORD IDord-acb9658cde0548e0a200ac19f404869d
Source noteuspto-grants-1997_05