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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243734Generated: October 26, 2026

(2-Amino-1,3-thiazol-4-yl)acetic acid → Tert-butyl (2S,5R)-2-(4-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}benzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/243734

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Amino-1,3-thiazol-4-yl)acetic acidHCID 34665—
ReactantTert-butyl (2S,5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylateHCID 57907438—
ProductTert-butyl (2S,5R)-2-(4-{[(2-amino-1,3-thiazol-4-yl)acetyl]amino}benzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylateHCID 57907522—

Reaction Steps

The title compound was prepared from tert-butyl (2S,5R)-2-(4-aminobenzyl)-5-[(R)-{[tert-butyl(dimethyl)silyl]oxy}(phenyl)methyl]pyrrolidine-1-carboxylate (i-4a) and (2-amino-1,3-thiazol-4-yl)acetic acid according to the procedure of Example 1, step A. The crude product was purified by preparative TLC plate eluting with 5% MeOH in dichloromethane to afforded the product (4.1 mg, 21%). m/z (ES) 637 (MH)+, 659 (MNa)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653260B2
Source datasetuspto-grants-2014_02
ORD IDord-df90ab511ab5488cb4ad0b02dbad324d
Source noteuspto-grants-2014_02