Hydrazine hydrate (1:1) → HCID 86739553, compound

HRID 1462490Notes

Reaction equation

HRID 1462490 reaction equation
[CH2:1]([O:3][P:4]([NH:23][CH:24]1[CH2:29][S:28][C@H:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:26]([CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:25]1=[O:42])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1C(=O)C2=CC=CC=C2C1=O)=[O:5])[CH3:2].O.NN>O1CCOCC1.C1(C)C=CC=CC=1>[NH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][P:4]([NH:23][CH:24]1[CH2:29][S:28][C@H:27]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[N:26]([CH2:36][C:37]([O:39][CH2:40][CH3:41])=[O:38])[C:25]1=[O:42])([O:3][CH2:1][CH3:2])=[O:5]

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86739552HCID 86739552, compound

Product 1

HCID 86739553HCID 86739553, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of (R)-dihydro-5-[[ethoxy(6-phthalimidohexyl)phosphinyl]amino]-4-oxo-2-phenyl-2H-1,3-thiazine-3(4H)-acetic acid, ethyl ester in dioxane is treated with hydrazine hydrate and stirred at room temperature under argon. After the reaction is completed, the mixture is diluted with toluene and the solvents decanted. The residue is triturated with methylene chloride and filtered. The combined filtrate is evaporated to dryness to give (R)-dihydro-5-[[(6-aminohexyl)ethoxyphosphinyl]amino]-4-oxo-2-phenyl-2H-1,3-thiazine-3(4H)-acetic acid, ethyl ester.

Workup

  1. customthe solvents decanted
  2. customThe residue is triturated with methylene chloride
  3. filtrationfiltered
  4. customThe combined filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-f1f6242f6eb4455f98dd77c28c6a2305
Source dataset
uspto-grants-1984_07
Patent number
US04460579

Reaction notes

Loading…