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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434859Generated: October 31, 2026

Citric Acid → HCID 57936499, compound

https://huagongshe.com/reaction/1434859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantTBAF tetrahydrofuranHCID 11078149—
ReactantHCID 57936539HCID 57936539—
SolventDichloromethaneHCID 6344—
ProductHCID 57936499HCID 5793649980%

Reaction Steps

To a 0° C. mixture of (2S)-3-(t-butoxycarbonylamino)-2-(3,4-dimethoxybenzyloxy)propyl triisopropylsilyl ether (1 g, 2.01 mmol) and THF (5 mL) was added 1 M TBAF/THF (2.11 mL, 2.11 mmol). The reaction was stirred for 1 h and satd citric acid (5 mL) and CH2Cl2 were added. The organic layer was partitioned, concentrated, and chromatographed (CH2Cl2 to 50% EtOAc/CH2Cl2) to give the title compound (545 mg, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615568B2
Source datasetuspto-grants-2009_11
ORD IDord-0a3e28abf2264b81910840e2701249bb
Source noteuspto-grants-2009_11