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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591318Generated: October 31, 2026

Di-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(4-hydroxybenzyl)hexanedioate → (2S)-2-amino-5-(4-hydroxybenzyl)hexanedioic acid

https://huagongshe.com/reaction/591318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl (2S)-2-[(tert-butoxycarbonyl)amino]-5-(4-hydroxybenzyl)hexanedioateHCID 70957101—
SolventFormic AcidHCID 284—
Product(2S)-2-amino-5-(4-hydroxybenzyl)hexanedioic acidHCID 7097737387.9%

Reaction Conditions

Temperature63 °C

Reaction Steps

(2S)-2-tert.-Butoxycarbonylamino-5-(4-hydroxy-benzyl)-hexanedioic acid di-tert.-butyl ester (159 mg, 332 μmol) was solved in formic acid (20 ml) and the solution was stirred at 63° C. for one hour. The solvent was removed under reduced pressure and the residue was taken up in methanol and concentrated and dried in vacuo. The product was taken up in water and lyophilized to yield 78 mg (79%) of the title compound (contains 0.4 eq formic acid and traces of methanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238631B2
Source datasetuspto-grants-2016_01
ORD IDord-d57c5b6029244fe98c3f0b2c1b1d6630
Source noteuspto-grants-2016_01