p-Toluenesulfonic acid → HCID 14854591, compound

HRID 1252454Notes

Reaction equation

HRID 1252454 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:28](OC)[O:29]C)[CH:8]=[C:9]2[C:17]=1[CH:16]([CH2:18][O:19][C:20](=[O:22])[NH2:21])[C:15]1([O:24][C:25](=[O:27])[CH3:26])[O:23][N:10]2[CH2:11][CH:12]2[CH:14]1[NH:13]2)(=[O:3])[CH3:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>>[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:28]=[O:29])[CH:8]=[C:9]2[C:17]=1[CH:16]([CH2:18][O:19][C:20](=[O:22])[NH2:21])[C:15]1([O:24][C:25](=[O:27])[CH3:26])[O:23][N:10]2[CH2:11][CH:12]2[CH:14]1[NH:13]2)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 15051737HCID 15051737, compound

Product 1

HCID 14854591HCID 14854591, compound

Procedure

8-Carbamoyloxymethyl-4-dimethoxymethyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6,9-diyl diacetate is reacted with p-toluenesulfonic acid according to a similar manner to that of Example 38 to give 8-carbamoyloxymethyl-4-formyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6,9-diyl diacetate. Further, this product is subjected to catalytic reduction according to a similar manner to that of Example 17 to afford 8-carbamoyloxymethyl-4-hydroxymethyl-14-oxa-1,11-diazatetracyclo[7.4.1.02,7.010,12 ]tetradeca-2,4,6-trien-6,9-diyl diacetate.

Sources & evidence

ORD record
ord-c8b6ae243c694bfa9a870abe69e40e1d
Source dataset
uspto-grants-1988_05
Patent number
US04743555

Reaction notes

Loading…