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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2240489Generated: October 29, 2026

Citric Acid → HCID 57692430, compound

https://huagongshe.com/reaction/2240489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantHCID 57692426HCID 57692426—
SolventPyridineHCID 1049—
ProductHCID 57692430HCID 5769243081%

Reaction Conditions

Temperature0 °C

Reaction Steps

1-benzyl 4-tert-butyl(2S,3S)-2-(dibenzylamino)-3-(2,3-dihydroxypropyl)succinate from step 1j (2.917 g, 5.47 mmol) was dissolved in pyridine (10 mL), cooled to 0° C. and MsCl (0.444 mL, 5.74 mmol) was added. The solution was stirred at 0° C. for 4 hours and diluted by 10% citric acid. The reaction mixture was extracted with EtOAc three times. The combined organic solution was washed by 10% citric acid three times, then brine, dried with MgSO4 and concentrated, the residue was purified on silica gel using 50% EtOAc/Hexane as elution to provide of 1-benzyl 4-tert-butyl(2S,3S)-2-(dibenzylamino)-3-{2-hydroxy-3-[(methylsulfonyl)oxy]propyl}succinate (2.696g, 81%). MS (ESI): 612.1.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723349B2
Source datasetuspto-grants-2010_05
ORD IDord-f0318c915c8b40dab82339493e87480b
Source noteuspto-grants-2010_05