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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917799Generated: October 31, 2026

1-[2-(2-Benzyloxycarbonylamino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydroindole-2-carboxylic acid tert-butyl ester → 1-[2-(2-Amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/917799

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-[2-(2-Benzyloxycarbonylamino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydroindole-2-carboxylic acid tert-butyl esterHCID 68494211—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
Product1-[2-(2-Amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl esterHCID 68496924100%

Reaction Steps

CBz ester 15b (3.0 g, 4.9 mmol) was stirred in EtOH (25 mL) and charged with 300 mg 10%Pd(OH)2/C. H2 gas was bubbled into the suspension until the reaction was complete. Catalyst was removed by filtration and the filtrate concentrated in vacuo to give 1-[2-(2-amino-2-cyclohexyl-acetylamino)-3,3-dimethyl-butyryl]-octahydro-indole-2-carboxylic acid tert-butyl ester 16b (2.34 g, 4.9 mmol, 100%) which was used as is in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273885B2
Source datasetuspto-grants-2007_09
ORD IDord-4f360f164b12416aa67c2e648c20122c
Source noteuspto-grants-2007_09