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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54073Generated: October 25, 2026

Diazomethane → benzyl [2-(4-tert.butoxyphenyl)-1(S)-(2-diazoacetyl)ethyl]carbamate

https://huagongshe.com/reaction/54073

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
ReactantIsobutyl chloroformateHCID 62365—
ReactantO-(1,1-Dimethylethyl)-N-((phenylmethoxy)carbonyl)-L-tyrosineHCID 978520—
Reactant15-Hydroxy Lubiprostone Dicyclohexylammonium SaltHCID 71749095—
Productbenzyl [2-(4-tert.butoxyphenyl)-1(S)-(2-diazoacetyl)ethyl]carbamateHCID 57129157—

Reaction Steps

In a manner analogous to that described in Example 19(i), N-(benzyloxycarbonyl)-3-(4-tert.butoxyphenyl)-L-alanine (prepared from 7.45 g of the dicyclohexylammonium salt) was treated with isobutyl chloroformate followed by reaction with diazomethane to give 3.58 g of benzyl [2-(4-tert.butoxyphenyl)-1(S)-(2-diazoacetyl)ethyl]carbamate as a yellow solid of melting point 80°-82° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05620987
Source datasetuspto-grants-1997_04
ORD IDord-f9561df5dbdd4dd4856abed8b7c7ebf4
Source noteuspto-grants-1997_04