HCID 178483938, compound → HCID 178483937, compound

HRID 630394Notes

Reaction equation

HRID 630394 reaction equation
[OH:1][C:2]([C:33]1[S:34][CH:35]=[CH:36][CH:37]=1)([C:28]1[S:29][CH:30]=[CH:31][CH:32]=1)[C:3]([O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([N:12]([CH2:14][CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH2:25][OH:26])=[CH:21][C:20]=2[Cl:27])=[O:17])[CH3:13])[CH2:8][CH2:7]1)=[O:4].OC(C1SC=CC=1)(C1SC=CC=1)C(O[C@H]1CC[C@H](N(CCC(NC2C=C(OC)C(C=O)=CC=2Cl)=O)C)CC1)=O>C(Cl)(Cl)Cl.[O-2].[Mn+4].[O-2]>[OH:1][C:2]([C:28]1[S:29][CH:30]=[CH:31][CH:32]=1)([C:33]1[S:34][CH:35]=[CH:36][CH:37]=1)[C:3]([O:5][C@H:6]1[CH2:11][CH2:10][C@H:9]([N:12]([CH2:14][CH2:15][C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([CH:25]=[O:26])=[CH:21][C:20]=2[Cl:27])=[O:17])[CH3:13])[CH2:8][CH2:7]1)=[O:4]

Participants

5

Reactant 2

HCID 178483938HCID 178483938, compound2×HCID 178493271HCID 178493271, compound

Product 1

HCID 178483937HCID 178483937, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

Obtained as a light brown oil (94%) starting from trans-4-((3-(2-chloro-4-(hydroxy-methyl)phenylamino)-3-oxopropyl)(methyl)amino)cyclohexyl hydroxy(di-2-thienyl)-acetate (intermediate 49; 0.06 g, 0.11 mmol) and manganese (IV) oxide (0.098 mg, 1.13 mmol) in chloroform (1.4 mL) following the experimental procedure as described for intermediate 43.

Sources & evidence

ORD record
ord-561c99c7fc4545728e267b94232a115b
Source dataset
uspto-grants-2016_04
Patent number
US09315463B2

Reaction notes

Loading…