Trityl chloride → HCID 53946260, compound

HRID 2198754Notes

Reaction equation

HRID 2198754 reaction equation
[C@H:1]1([O:12][CH2:13][C@H:14]2[O:20][C@H:18]([OH:19])[C@H:17]([OH:21])[C@@H:16]([OH:22])[C@@H:15]2[OH:23])[O:9][C@H:8]([CH2:10][OH:11])[C@H:6]([OH:7])[C@H:4]([OH:5])[C@H:2]1[OH:3].S([O-])([O-])(=O)=O.[Ca+2].[C:30](Cl)([C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1.C(OC(=O)C)(=O)C>N1C=CC=CC=1>[C:30]([O:11][CH2:10][C@H:8]1[O:9][C@H:1]([O:12][CH2:13][C@H:14]2[O:20][C@H:18]([OH:19])[C@H:17]([OH:21])[C@@H:16]([OH:22])[C@@H:15]2[OH:23])[C@H:2]([OH:3])[C@@H:4]([OH:5])[C@H:6]1[OH:7])([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)([C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)[C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Participants

6

Reactant 4

HCID 6456Trityl chlorideHCID 7918Acetic AnhydrideHCID 24497Calcium SulfateHCID 66025036-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose

Product 1

HCID 53946260HCID 53946260, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
90 °C

Procedure

A 5.13 g portion of anhydrous 6-O-α-D-galactopyranosyl-α-D-glucopyranose is suspended in 50 ml of pyridine and 5.0 g of anhydrous calcium sulfate is added. This mixture is heated at 90° C. for 30 minutes, then 4.6 g of trityl chloride is added and heating and stirring are continued for 2 hours. The solution is cooled to room temperature, 10 ml of acetic anhydride is added and the mixture is allowed to stand overnight. The mixture is poured into crushed ice and the solid is filtered, washed with water and dried, giving 10 g of 6-O-(6-O-trityl-α-D-galactopyranosyl)-α-D-glucopyranose, heptaacetate as a colorless granular solid.

Workup

  1. temperatureheating
  2. temperatureThe solution is cooled to room temperature
  3. waitto stand overnight
  4. additionThe mixture is poured
  5. custominto crushed ice
  6. filtrationthe solid is filtered
  7. washwashed with water
  8. customdried

Sources & evidence

ORD record
ord-cf641ee81fbb43fbbc22e2603563ef61
Source dataset
uspto-grants-1982_11
Patent number
US04359460

Reaction notes

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