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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1593368Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1593368

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
PatentnummerUS07297681B2
Quelldatensatzuspto-grants-2007_11
ORD IDord-dc9573695ab041c091636eb7de7708f7
Quellennotizuspto-grants-2007_11