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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099097Generated: October 25, 2026

Lawesson's reagent → tert-butyl [(1R)-2-amino-1-methyl-2-thioxoethyl]carbamate

https://huagongshe.com/reaction/1099097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
ReactantBoc-D-Ala-NH2HCID 7015296—
Solvent1,2-DimethoxyethaneHCID 8071—
Producttert-butyl [(1R)-2-amino-1-methyl-2-thioxoethyl]carbamateHCID 5324342203.5%

Reaction Steps

2,4-Bis(4-methoxyphenyl)-2,4-dithioxo-1,3,2,4-dithiadiphosphetane (1.6 g, 0.0038 mol) was added to a solution of tert-butyl[(1R)-2-amino-1-methyl-2-oxoethyl]carbamate (1.45 g, 0.00770 mol) in 1,2-dimethoxyethane (40 mL). The resulting suspension was stirred at RT for 5 h. After removal of solvent the residue was taken up into ethyl acetate. It was washed with 0.1 N NaOH solution, water, brine; dried over Na2SO4. After filtration the filtrate was concentrated to yield 1.58 g of the product. (yield: ˜100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143251B2
Source datasetuspto-grants-2012_03
ORD IDord-2367931cdfd842fa98bc713e4691fa14
Source noteuspto-grants-2012_03