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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269624Generated: November 3, 2026

1,2-Dichloroethane → benzyl{(1S)-3-[(tert-butoxycarbonyl)amino]-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]propyl}carbamate

https://huagongshe.com/reaction/269624

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(S)-2-(((Benzyloxy)carbonyl)amino)-4-((tert-butoxycarbonyl)amino)butanoic acidHCID 7019789—
Reactanttert-butyl N-(3-amino-2-hydroxypropyl)carbamateHCID 10511887—
SolventDimethylformamideHCID 6228—
Productbenzyl{(1S)-3-[(tert-butoxycarbonyl)amino]-1-[({3-[(tert-butoxycarbonyl)amino]-2-hydroxypropyl}amino)carbonyl]propyl}carbamateHCID 131727150—

Reaction Conditions

Temperature0 °C

Reaction Steps

44 mg (0.12 mmol) of the compound from Example 97A and 40 mg (0.21 mmol) of tert-butyl(3-amino-2-hydroxypropyl)carbamate are dissolved in 1 ml of DMF and cooled to 0° C., and 40.3 mg (0.21 mmol) of EDC and 5.51 mg (0.04 mmol) of HOBt are successively added. The mixture is allowed to warm to room temperature and is stirred overnight. After concentration in vacuo, purification by chromatography on silica gel (dichloromethane/methanol 20:1) results in the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446102B2
Source datasetuspto-grants-2008_11
ORD IDord-7e20b9c9056f40c2be3c2d09c4273fed
Source noteuspto-grants-2008_11