Methylamine → HCID 131720509, compound

HRID 863222Notes

Reaction equation

HRID 863222 reaction equation
[CH2:1]([NH:5][C:6](=[O:35])[C@H:7]([CH3:34])[CH2:8][C@H:9]([OH:33])[C@@H:10]([NH2:32])[CH2:11][C:12]([CH3:31])([CH3:30])[CH2:13][C:14]([N:16]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[S:19][CH:18]([C:26]([O:28]C)=O)[CH2:17]1)=[O:15])[CH2:2][CH2:3][CH3:4].[CH3:36][NH2:37]>CN(C)C=O>[CH2:1]([NH:5][C:6](=[O:35])[C@H:7]([CH3:34])[CH2:8][C@H:9]([OH:33])[C@@H:10]([NH2:32])[CH2:11][C:12]([CH3:30])([CH3:31])[CH2:13][C:14]([N:16]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[S:19][CH:18]([C:26]([NH:37][CH3:36])=[O:28])[CH2:17]1)=[O:15])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 131720510HCID 131720510, compound

Product 1

HCID 131720509HCID 131720509, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

92 mg of 5(S)-Amino-4(S)-hydroxy-2(R),7,7-trimethyl-8-[2(R,S)-methoxycarbonyl-3,4-dihydro-2H-1,4-benzothiazin-4-ylcarbonyl]-octanoic acid (N-butyl)amide (Example 18)) are dissolved in 3 ml of a 5N methylamine solution in dimethylformamide and the solution is left to stand at room temperature for 26 h. After purification of the concentrated crude product by means of FC (mobile phase T) over 50 g of silica gel, the title compound is obtained as a diastereomer mixture: Rf (T)=0.26/0.31; FAB-MS: (M+H)+ =507.

Workup

  1. waitthe solution is left
  2. customAfter purification of the
  3. concentrationconcentrated crude product by means of FC (mobile phase T) over 50 g of silica gel

Sources & evidence

ORD record
ord-c686357db5734c48a1ca632184995e57
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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