Acetic Anhydride → HCID 86740746, compound

HRID 1381150Notes

Reaction equation

HRID 1381150 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@@H:15]([OH:16])[C:14](=[O:17])[N:13]([CH2:18][CH2:19][N:20]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH3:21])[C:12]3[CH:29]=[CH:30][C:31]([Cl:33])=[CH:32][C:11]=3[S:10]2)=[CH:5][CH:4]=1.[C:34](OC(=O)C)(=[O:36])[CH3:35]>N1C=CC=CC=1>[O:2]([C:3]1[CH:8]=[CH:7][C:6]([C@H:9]2[C@@H:15]([O:16][C:34](=[O:36])[CH3:35])[C:14](=[O:17])[N:13]([CH2:18][CH2:19][N:20]([C:22]([O:24][C:25]([CH3:28])([CH3:26])[CH3:27])=[O:23])[CH3:21])[C:12]3[CH:29]=[CH:30][C:31]([Cl:33])=[CH:32][C:11]=3[S:10]2)=[CH:5][CH:4]=1)[CH3:1]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86740747HCID 86740747, compound

Product 1

HCID 86740746HCID 86740746, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 1.67 g of (-)-cis-2-(4-methoxyphenyl)-3-hydroxy-5-[2-(N-tert.-butoxycarbonyl-N-methylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, 15 ml of acetic anhydride and 0.5 ml of pyridine is stirred at 110° C. for 4 hours. Then, the mixture is evaporated under reduced pressure to remove solvent. Benzene is added to the residue, and the mixture is evaporated under reduced pressure to remove solvent. 1.81 g of (-)-cis-2-(4-methoxylphenyl)-3-acetoxy-5-[2-(N-tert.-butoxycarbonyl-N-methylamino)ethyl]-8-chloro-2,3-dihydro-1,5-benzothiazepin-4(5H)-one are obtained as an oil.

Workup

  1. customThen, the mixture is evaporated under reduced pressure
  2. customto remove solvent
  3. additionBenzene is added to the residue
  4. customthe mixture is evaporated under reduced pressure
  5. customto remove solvent

Sources & evidence

ORD record
ord-199e4d0ed25c4c3c8734ae54f90a00c0
Source dataset
uspto-grants-1986_04
Patent number
US04585768

Reaction notes

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