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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655847Generated: October 31, 2026

Dicyclohexylcarbodiimide → Benzyl (tert-butoxycarbonyl)glycylglycinate

https://huagongshe.com/reaction/1655847

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-(tert-butoxycarbonyl)glycineHCID 78288—
ReactantBenzyl glycinateHCID 409140—
SolventDichloromethaneHCID 6344—
ProductBenzyl (tert-butoxycarbonyl)glycylglycinateHCID 3244524—

Reaction Steps

A 10-20% excess of BOC-Gly-OH is coupled to the H-Gly-O-Bzl with DCC in dichloromethane for one hour. The solution is filtered and the solvent is removed on a rotary evaporator. The residue is taken up in ethyl acetate and washed successively with 1M KHSO4, water, saturated NaHCO3 solution, and water. The ethyl acetate solution is dried over MgSO4, filtered, and the solvent is removed on a rotary evaporator to form BOC-Gly-Gly-O-Bzl as a semisolid oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05252559
Source datasetuspto-grants-1993_10
ORD IDord-01c2877cc5234d79a3321f944ac57664
Source noteuspto-grants-1993_10