Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 73986138, compound

HRID 844337Notes

Reaction equation

HRID 844337 reaction equation
OC1CC(O)C(CC=CCCCC(OC)=O)C1COC(=O)NC1C=CC=CC=1.[CH2:29]([NH:36][C:37]([O:39][CH2:40][CH:41]1[CH:45]([O:46]C2CCCCO2)[CH2:44][CH:43]([O:53]C2CCCCO2)[CH:42]1[CH2:60][CH:61]=[CH:62][CH2:63][CH2:64][CH2:65][C:66]([O:68][CH3:69])=[O:67])=[S:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>>[CH2:29]([NH:36][C:37]([O:39][CH2:40][CH:41]1[CH:45]([OH:46])[CH2:44][CH:43]([OH:53])[CH:42]1[CH2:60][CH:61]=[CH:62][CH2:63][CH2:64][CH2:65][C:66]([O:68][CH3:69])=[O:67])=[S:38])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 3

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 69856390HCID 69856390, compoundHCID 86585190HCID 86585190, compound

Product 1

HCID 73986138HCID 73986138, compoundYield 91%

Procedure

According to the procedures described for 3a the reaction of bis-THP ether 2c (3 80.3 mg, 0.65 mmol) and pyridinium p-toluenesulfonate (200 mg, 0.78 mmol) afforded 246.4 mg (91%) of the title compound after purification by flash column chromatography (silica gel, 1:1 hexane/EtOAc).

Sources & evidence

ORD record
ord-0c50850c05d24225907db0bd6a372903
Source dataset
uspto-grants-2002_04
Patent number
US06380250B1

Reaction notes

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