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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 982607Erstellt: 26. Oktober 2026

Hydrochloric Acid → Boc-D-Trp-D-Trp-NH2

https://huagongshe.com/reaction/982607

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-MethylmorpholineHCID 7972—
EduktN-((tert-Butoxy)carbonyl)-D-tryptophanHCID 111050—
EduktBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
EduktD-tryptophanamideHCID 688582—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktBoc-D-Trp-D-Trp-NH2HCID 13172476699,8%

Reaktionsschritte

In 10 ml of DMF, HCl, H-D-Trp-NH2 (8.9 mmol; 1 eq.), Boc-D-Trp-OH (2.98 g; 9.8 mmol; 1.1 eq.), NMM (2.26 ml; 2.1 eq.) and BOP (4.33 g; 1.1 eq.) were added successively. After 1 hr, the mixture was diluted with ethyl acetate (100 ml) and washed with saturated aqueous sodium hydrogen carbonate (200 ml), aqueous potassium hydrogen sulfate (200 ml, 1M), and saturated aqueous sodium chloride (100 ml). The organic layer was dried over sodium sulfate, filtered and the solvent removed in vacuo to afford 4.35 g of Boc-D-Trp-D-Trp-NH2 as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06861409B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-9ae3f3c7fd0b4944a783bc15b5c93997
Quellennotizuspto-grants-2005_03