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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276504Generated: October 30, 2026

Thionyl Chloride → (4R)-2-(2-methyl-4-nitrophenylimino)-4-(methoxycarbonyl)-3-isobutyl-1,3-thiazolidine HCl salt

https://huagongshe.com/reaction/276504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2-Methyl-4-nitrophenyl isothiocyanateHCID 145621—
Reactant(S)-methyl 2-amino-3-hydroxypropanoateHCID 2723731—
Reactant(S)-N-isobutylserine methyl ester HCl saltHCID 88094397—
Product(4R)-2-(2-methyl-4-nitrophenylimino)-4-(methoxycarbonyl)-3-isobutyl-1,3-thiazolidine HCl saltHCID 69994613—

Reaction Steps

(S)-N-isobutylserine methyl ester HCl salt was made from (L)-serine methyl ester as described in Method B3a. The ester was reacted with SOCl2, followed by 2-methyl-4-nitrophenyl isothiocyanate according to Method C2a to afford (4R)-2-(2-methyl-4-nitrophenylimino)-4-(methoxycarbonyl)-3-isobutyl-1,3-thiazolidine HCl salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06353006B1
Source datasetuspto-grants-2002_03
ORD IDord-069d3b1248c444d1a4018f78e2e393a5
Source noteuspto-grants-2002_03