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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1631428Generated: October 26, 2026

1,2-Dichloroethane → Cbz-Asp(O-tBu) Indanylglycine Val-OAllyl

https://huagongshe.com/reaction/1631428

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant4-MethylmorpholineHCID 7972—
Reactant4-tert-Butyl hydrogen N-((phenylmethoxy)carbonyl)-L-aspartateHCID 111082—
ReactantIndanylglycine Val-OAllylHCID 131731717—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductCbz-Asp(O-tBu) Indanylglycine Val-OAllylHCID 13173171866.2%

Reaction Steps

Indanylglycine-Val-OAllyl (0.46 g, 1.3 mmol) and Z-L-Asp(OtBu)-OH (0.425 g, 1.3 mmol) were solvated in CH2Cl2 (4.5 mL) followed by addition of 4-methylmorpholine (1.45 mL, 1.01 eq), DMAP (14 mg, 0.09 eq) then EDC (0.251 g, 1.01 eq). The mixture was stirred for 1 hour 40 min. Then it was extracted using CH2Cl2/brine. The organic layer was dried over MgSO4, concentrates and purified by silica using a gradient of EtOAc/Hexane (10 to 80%) to get 0.578 g of the desired compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08791235B2
Source datasetuspto-grants-2014_07
ORD IDord-4b2a8d836e8d469781ca961e9fadd121
Source noteuspto-grants-2014_07