Hydrazine hydrate (1:1) → HCID 178445954, compound

HRID 1388696Notes

Reaction equation

HRID 1388696 reaction equation
C1(C[O:8][P:9]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][N:44]2C(=O)C3=CC=CC=C3C2=O)([NH:11][C@H:12]([C:20]([NH:22][C@H:23]([C:28]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=O)C=CC=CC=1.[OH2:55].NN>O1CCOCC1.C1(C)C=CC=CC=1>[C:14]1([CH2:13][O:55][N:11]([PH:9]([CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][NH2:44])=[O:8])[C@H:12]([C:20]([NH:22][C@H:23]([C:28]([O:30][CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)=[O:29])[CH2:24][CH:25]([CH3:27])[CH3:26])=[O:21])[CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 131713400HCID 131713400, compound

Product 1

HCID 178445954HCID 178445954, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of N-[N-[(phenylmethoxy)(6-phthalimidohexyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester in dioxane is treated with hydrazine hydrate and stirred at room temperature under argon. After 24 hours, the mixture is diluted with toluene and the solvents decanted and evaporated to dryness. The residue is purified by extraction and flash chromatography to give N-[(phenylmethoxy)[(6-aminohexyl)phosphinyl]-L-phenylalanyl]-L-leucine, phenylmethyl ester.

Workup

  1. customthe solvents decanted
  2. customevaporated to dryness
  3. customThe residue is purified by extraction and flash chromatography

Sources & evidence

ORD record
ord-07a9cdcedfed4f8f87c781cadbc40ceb
Source dataset
uspto-grants-1984_02
Patent number
US04432972

Reaction notes

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