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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900630Generated: October 30, 2026

Lithium Hydroxide → N-(3-methyl-2(S)-(t-butoxycarbonylamino)but-1-yl)phenylalanine

https://huagongshe.com/reaction/1900630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantN-(3-methyl-2(S)-(t-butoxycarbonylamino)-but-1-yl)phenylalanine methyl esterHCID 22846564—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-(3-methyl-2(S)-(t-butoxycarbonylamino)but-1-yl)phenylalanineHCID 2284656389.7%

Reaction Steps

A solution of lithium hydroxide (1.63 g, 0.068 mole) in water (70 ml) was added to a solution of the product of Step A (7.6 g, 0.021 mole) in ethylene glycol dimethyl ether (100 ml) with cooling in an ice bath. The reaction mixture was stirred at room temperature under Ar for 2 hours, concentrated in vacuo, and extracted (2×) with ethyl acetate. The aqueous phase was neutralized with 10% of citric acid, cooled and filtered to give the product as a white solid (6.6 g), mp >193° (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576293
Source datasetuspto-grants-1996_11
ORD IDord-bb31e7f4a05a48b2872052cdb28cff2b
Source noteuspto-grants-1996_11