Potassium Carbonate → NSC 349155

HRID 2234165Notes

Reaction equation

HRID 2234165 reaction equation
CC([O:4][C@@H:5]1[C@@H:10]([O:11]C(C)=O)[C@@H:9]([O:15]C(C)=O)[C@@H:8]2[NH:19][C:20]([C:22]3[C:27]([C@H:7]2[CH2:6]1)=[CH:26][C:25]1[O:28][CH2:29][O:30][C:24]=1[CH:23]=3)=[O:21])=O.C(=O)([O-])[O-].[K+].[K+]>CO>[CH:26]1[C:27]2[C:7]3=[CH:6][C@H:5]([OH:4])[C@@H:10]([OH:11])[C@@H:9]([OH:15])[C@@H:8]3[NH:19][C:20](=[O:21])[C:22]=2[CH:23]=[C:24]2[O:30][CH2:29][O:28][C:25]=12

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 454241HCID 454241, compound

Product 1

HCID 73065NSC 349155Yield 91%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound is produced as follows. 2,3,4-triacetoxy-7-deoxy-trans-dihydro narciclasine (13, 0.14 g) is saponified in 9:1 aqueous methanol and with potassium carbonate (0.003 g), and is conducted as described above for obtaining alcohol 2c to yield triol 1e as a colorless solid; 89 mg (91% yield); mp>300° C. (dec.).

Workup

  1. customThis compound is produced

Sources & evidence

ORD record
ord-5748e2b13d914205bc19e1ca8933ec4c
Source dataset
uspto-grants-2010_05
Patent number
US07709643B2

Reaction notes

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