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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850150Generated: October 31, 2026

Methanol → HCID 57327211, compound

https://huagongshe.com/reaction/1850150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 75487983HCID 75487983—
SolventDiethyl EtherHCID 3283—
ProductHCID 57327211HCID 5732721188.6%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of (S)-methyl 2-(tert-butoxycarbonylamino)-2-cyclopropylacetate (5.35 g, 23.33 mmol) in Et2O (100 ml) was added LiBH4 (0.762 g, 35.0 mmol), followed by drop wise addition of methanol (1.420 ml, 35.0 mmol). The reaction was refluxed at 40° C. for one hour. The reaction mixture was then cooled to 0° C., and quenched with HCl (1M) until pH=2 for aqueous layer. The phases were separated and the aqueous layer was extracted with DCM (3×100 mL). The organic was then dried (Na2SO4) and concentrated under reduced pressure to give final crude product (4.16 g). LCMS m/z 224.1 (M+Na)+, Rt 0.62 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957068B2
Source datasetuspto-grants-2015_02
ORD IDord-f18212d9d70740518c53b554bdea9ca2
Source noteuspto-grants-2015_02