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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 650662Generated: October 30, 2026

Acetic Acid → Methyl α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetate

https://huagongshe.com/reaction/650662

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHCID 14427180HCID 14427180—
ReactantHCID 178418361HCID 178418361—
CatalystRhodiumHCID 23948—
SolventMethanolHCID 887—
ProductMethyl α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetateHCID 13773588—

Reaction Steps

N-BOC-a-phenylglycine, methyl ester (1.2 g) is dissolved in methanol (50 ml) containing acetic acid (1 ml). 5% rhodium on aluminum powder (0.60 g) is added and the mixture shaken under 50 psi hydrogen for about 18 hours. The mixture is filtered, evaporated in vacuo , and the residue taken up into ethyl acetate. The organic solution is washed with water, saturated sodium bicarbonate solution, water, brine, dried over magnesium sulfate, filtered, evaporated in vacuo to give N-BOC-a-cyclohexylglycine, methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06274705B1
Source datasetuspto-grants-2001_08
ORD IDord-ec6fc8a8b41c4807ab9ef5604f78df96
Source noteuspto-grants-2001_08