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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 10159Erstellt: 23. Oktober 2026

Tin tetrachloride → 1-o-Methyl-3,5-bis-o-(2,4-dichlorobenzyl)-beta-d-ribofuranose

https://huagongshe.com/de/reaction/10159

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTin tetrachlorideHCID 24287—
Eduktbeta-D-Ribofuranoside, methyl 2,3,5-tris-O-[(2,4-dichlorophenyl)methyl]-HCID 11767425—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-o-Methyl-3,5-bis-o-(2,4-dichlorobenzyl)-beta-d-ribofuranoseHCID 67435068—

Reaktionsschritte

To a solution of the product of Step 1 (171.60 g, 0.2676 mol) in 1.8 L CH2Cl2 that was cooled to 0° C., was added dropwise a solution of stannous chloride (31.522 mL, 0.2676 mol) in 134 mL CH2Cl2 while stirring. After the solution was kept at 3° C. for 27 hours, another 5.031 ml of SnCl4 (0.04282 mol) was added and the solution was kept at 3° C. overnight. After 43 hours the reaction was quenched by carefully adding the solution to 1.9 L saturated NaHCO3 solution. Tin salts were removed via filtration through celite after which the organic phace was isolated, dried with MgSO4 and evaporated in vacuo. The yield of raw, dark yellow oil was 173.6 g, which contains 2,4-dibenzoyl chloride. The crude oil was used directly in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07094768B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-72933cad450b4014b6b24b165b8c5239
Quellennotizuspto-grants-2006_08