HCID 70045199, compound → HCID 70046819, compound

HRID 464834Notes

Reaction equation

HRID 464834 reaction equation
[ClH:1].[CH2:2]([O:4][C:5]([C@H:7]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([O:28]CC2C=CC=CC=2)=[O:27])[C:21]2[CH:36]=[CH:37][CH:38]=[CH:39][C:20]=2[O:19][CH2:18]1)[CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:6])[CH3:3]>C(O)C.[C].[Pd]>[ClH:1].[CH2:2]([O:4][C:5]([C@H:7]([NH:16][C@@H:17]1[C:23](=[O:24])[N:22]([CH2:25][C:26]([OH:28])=[O:27])[C:21]2[CH:36]=[CH:37][CH:38]=[CH:39][C:20]=2[O:19][CH2:18]1)[CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)=[O:6])[CH3:3]

Participants

4

Reactant 1

HCID 70045199HCID 70045199, compound

Product 1

HCID 70046819HCID 70046819, compoundYield 90.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

In 100 ml of ethanol is dissolved 0.7 g of benzyl 3(S)-[1(R)-ethoxycarbonyl-3-phenylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetate hydrochloride obtained in Example 16, and catalytic reduction is conducted at ordinary temperature and under atmospheric pressure using 0.5 g 10% palladium-carbon (containing 50% moisture) as a catalyst, when the absorption of hydrogen stops, the catalyst is filtered off and the filtrate is concentrated under reduced pressure. Petroleum ether is added to the residue to give 0.53 g of 3(S)-[1(R)-ethoxycarbonyl-3-phenylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid hydrochloride as a colorless powder.

Workup

  1. customwhen the absorption of hydrogen
  2. filtrationthe catalyst is filtered off
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionPetroleum ether is added to the residue

Sources & evidence

ORD record
ord-93e0e39faf2140cfb9f23e35367018f9
Source dataset
uspto-grants-1985_10
Patent number
US04548932

Reaction notes

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