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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2271246Generated: November 1, 2026

tert-Butanol → Boc-L-phenylalanine methyl ester

https://huagongshe.com/reaction/2271246

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantMethyl N-(oxomethylidene)phenylalaninateHCID 1514293—
ProductBoc-L-phenylalanine methyl esterHCID 988213899.5%

Reaction Steps

To 60.9 g of the N-carbonyl-L-phenylalanine methyl ester, 66.0 g of t-butanol was added and the reaction was conducted under reflux for eight hours. Then, the unreacted t-butanol was distilled off at 65° C. under reduced pressure from the reaction solution to obtain 82.5 g of a crude oily N-t-butoxycarbonyl-L-phenylalanine methyl ester. The reaction yield was 99.5%. The optical purity of the N-t-butoxycarbonyl-L-phenylalanine methyl ester preparation was 97.5%ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06333427B1
Source datasetuspto-grants-2001_12
ORD IDord-b00aaaf4d0854ceabac7ea22939103d5
Source noteuspto-grants-2001_12