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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1634843Generated: November 1, 2026

Acetic Acid → HCID 70001049, compound

https://huagongshe.com/reaction/1634843

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant(R)-N-(5-(2-amino-1-hydroxyethyl)-2-hydroxyphenyl)methanesulfonamideHCID 12047933—
ReactantHCID 88098135HCID 88098135—
SolventMethanolHCID 887—
ProductHCID 70001049HCID 7000104936.2%

Reaction Steps

A solution of N-[5-(2-amino-1-{R}-hydroxyethyl)-2-hydroxyphenyl]-methane-sulfonamide (0.104 g, 0.421 mmol), (2R)-2-{[4-(4-(formyl)piperidin-1-yl)benzoyl]-amino}butanedioic acid dibenzyl ester (0.4 mmol) and glacial acetic acid (0.024 g, 0.421 mmol) in 5 mL methanol was stirred for 1 hour over 4A molecular sieves. In one portion sodium cyanoborohydride (0.028 g, 0.421 mmol) was added and the mixture stirred overnight at ambient temperature. The sieves were filtered and the filtrate was preabsorbed on silica gel. The solids were purified by flash chromatography (CH2Cl2—CH3OH, 19:1). to give the product (0.110 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06506901B2
Source datasetuspto-grants-2003_01
ORD IDord-0eed267d96a042538e49b17db2b51364
Source noteuspto-grants-2003_01