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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173002Generated: October 30, 2026

Acetic Acid → (1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid hydrochloride

https://huagongshe.com/reaction/2173002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDi-tert-butyl (1R,2R,3S,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(3,4-dichlorophenyl)methoxy]-4-[(2-methyl-1,2,4-triazol-3-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylateHCID 67708365—
SolventWaterHCID 962—
Product(1R,2R,3S,4S,5R,6R)-2-amino-3-[(3,4-dichlorobenzyl)oxy]-4-[(1-methyl-1H-1,2,4-triazol-5-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylic acid hydrochlorideHCID 86695983200%

Reaction Conditions

Temperature140 °C

Reaction Steps

Add acetic acid (2.0 mL) and water (2.0 mL) to di-tert-butyl (1R,2R,3S,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(3,4-dichlorophenyl)methoxy]-4-[(2-methyl-1,2,4-triazol-3-yl)sulfanyl]bicyclo[3.1.0]hexane-2,6-dicarboxylate (0.305 g, 0.445 mmol) in a microwave vessel and seal and heat the mixture to 140° C. for 25 minutes. Cool and concentrate the mixture to dryness, and then add 5 N hydrochloric acid (2 mL), acetonitrile (2 mL), and transfer to a vial. Lyophilize overnight to yield the title compound as a white solid (0.227 g, 0.445 mmol; 95%): MS (m/z): 473/475/477 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056844B2
Source datasetuspto-grants-2015_06
ORD IDord-73764a30e3d54f06995283e71f7d2f4c
Source noteuspto-grants-2015_06