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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2082211Erstellt: 23. Oktober 2026

Hydrochloric Acid → Boc-D-Trp(Tos)-OBzl

https://huagongshe.com/de/reaction/2082211

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktSodium HydroxideHCID 14798—
EduktBoc-DTrp-OBzlHCID 10739405—
KatalysatorEthanaminium, N,N,N-trimethyl-, chloride (1:1)HCID 33992—
LösungsmittelDichloromethaneHCID 6344—
ProduktBoc-D-Trp(Tos)-OBzlHCID 131717761116,1%

Reaktionsschritte

Boc-D-Trp-OBzl (2.0 g) and ethyltrimethylammonium chloride (16.2 mg) were dissolved in methylene chloride (30 ml), and powdered sodium hydroxide (507 mg) was added. To this mixture was added a solution of Tos-Cl (1.45 g) in methylene chloride (5 ml) at room temperature. The reaction mixture was stirred for three and half an hour. After addition of 1N-hydrochloric acid (7.5 ml), the organic layer was separated, washed with sodium chloride solution, dried over magnesium sulfate, and evaporated to give Boc-D-Trp(Tos)-OBzl as an oil (3.23 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05187156
Quelldatensatzuspto-grants-1993_02
ORD IDord-bca4c39040b84e01aa0e7df0d94e2915
Quellennotizuspto-grants-1993_02