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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838424Generated: October 26, 2026

Glycosmicine → (+/-)-N-Methyl-2-[2-(1-methylquinazolin-2,4-dione-3-yl]ethyl)-N-(4-phenoxybenzenesulfonyl)glycine Allyl Ester

https://huagongshe.com/reaction/1838424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycosmicineHCID 11788—
Reactant(+/-)-N-(tert-butoxycarbonyl)homoserine allyl esterHCID 12042107—
Reactant(+/-)-2-(2-hydroxyethyl)-N-methyl-N-(4-phenoxybenzenesulfonyl)glycine allyl esterHCID 18753502—
ProductPhthalimideHCID 6809—
Product(+/-)-N-Methyl-2-[2-(1-methylquinazolin-2,4-dione-3-yl]ethyl)-N-(4-phenoxybenzenesulfonyl)glycine Allyl EsterHCID 1780156272%

Reaction Steps

In a similar manner to that described in Example 1(1), a reaction was carried out using (±)-2-(2-hydroxyethyl)-N-methyl-N-(4-phenoxybenzenesulfonyl)glycine allyl ester, the product of Example 41(2), instead of (±)-N-(tert-butoxycarbonyl)homoserine allyl ester, and using 1-methylquinazoline-2,4-dione, instead of phthalimide, to afford the desired compound (yield 72%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06673804B1
Source datasetuspto-grants-2004_01
ORD IDord-aa14fb575da14ca08bfc7168fe232b3e
Source noteuspto-grants-2004_01