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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451785Generated: October 25, 2026

Tributylstannane → Methyl 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoate

https://huagongshe.com/reaction/451785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylstannaneHCID 5948—
ReactantAzobisisobutyronitrileHCID 6547—
ReactantZ-Dehydro-Ala-OMeHCID 3525700—
Reactant1-Bromo-1-methylcyclohexaneHCID 12502129—
SolventBenzeneHCID 241—
ProductMethyl 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoateHCID 59201682—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 1-bromo-1-methylcyclohexane (7.200 g, 3.0 equiv), tributyltin hydride (8 mL, 2.2 equiv), methyl 2-(benzyloxycarbonylamino)acrylate (3.120 g, 13.26 mmol, 1.0 equiv), and 2,2′-azobisisobutyronitrile (0.370 g, 0.17 equiv) in benzene (30 mL) was heated at 100° C. for 6 h. After the reaction mixture was evaporated under reduced pressure, the crude methyl 2-(benzyloxycarbonylamino)-3-(1-methylcyclohexyl)propanoate was used directly in the next step without further purification. MS ESI +ve m/z 356 (M+Na).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08487108B2
Source datasetuspto-grants-2013_07
ORD IDord-6236388c73a9446e86fe57190f3c8112
Source noteuspto-grants-2013_07