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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14848Generated: October 26, 2026

Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- → {[[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-(2-hydroxy-1-methyl-ethyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/14848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 83692—
Reactant2-(S)-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-propan-1-olHCID 86603286—
Product{[[3-(2-Chloro-pyrimidin-4-yl)-benzyl]-(2-hydroxy-1-methyl-ethyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl esterHCID 86603287—

Reaction Steps

Intermediate 73 was coupled with (tert-butoxycarbonyl-methyl-amino)-acetic acid following procedure K. LC-MS showed the product had the expected M+H+ of 449. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.6 (m, 1H) 8.1 (m, 1H) 8.0 (m, 1H) 7.7 (m, 1H) 7.5 (m, 2H) 4.6 (m, 2H) 4.3 (m, 2H) 4.0 (m, 1H) 3.7 (s, 1H) 3.5 (s, 1H) 3.0 (m, 4H) 1.4 (m, 9H) 1.2 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732444B2
Source datasetuspto-grants-2010_06
ORD IDord-710cd64bc26e44aabf1683504209a7b2
Source noteuspto-grants-2010_06