Reacción #417959

ord-b8fe60ec7d8e481cb77a9211d1e3495e

Ecuación de reacción

Clc1ccccc1C(Cl)(c1ccccc1)c1ccccc1
2-chlorotrityl chloride resin
CC(C)(C)OC(=O)N(CC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)C(=O)OC(C)(C)C
Fmoc-Dab(diBoc)-OH
CCN(C(C)C)C(C)C
DIPEA
→
CC(C)(C)OC(=O)NCC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O
Fmoc-Dab(Boc)

Reactantes

Clc1ccccc1C(Cl)(c1ccccc1)c1ccccc1
2-chlorotrityl chloride resin
—
Fmoc-(N-γ-Boc)-L-α,γ-diaminobutyric acid
CC(C)(C)OC(=O)N(CC[C@H](NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O)C(=O)OC(C)(C)C
Fmoc-Dab(diBoc)-OH
CCN(C(C)C)C(C)C
DIPEA

Reactivos

Ninguno

Disolventes

ClCCl
DCM

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONwere added

Procedimiento

To 3 g of 2-chlorotrityl chloride resin with 1.3 mmol/g substitution (Novabiochem, 01-64-0114) in 30 ml of dry DCM in 30 ml reaction vessel for solid phase synthesis, 2.577 g (5.85 mmol, 1.5 eq) of Fmoc-Dab(diBoc)-OH (Mw=440.5, (Fmoc-(N-γ-Boc)-L-α,γ-diaminobutyric acid, AnaSpec, 28246) and 2.23 ml (12.87 mmol, 3.3 eq) of DIPEA (Aldrich, Mw=129.2, d=0.74) were added.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08877729B2uspto-grants-2014_11