Water → HCID 66763485, compound

HRID 474450Notes

Reaction equation

HRID 474450 reaction equation
[C:1]([O:5][C:6]([NH:8][CH:9]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=1)[CH2:10][CH2:11]OS(C1C=CC(C)=CC=1)(=O)=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C-:32]#[N:33].[Na+].O>CN(C=O)C>[C:1]([O:5][C:6](=[O:7])[NH:8][CH:9]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([N+:29]([O-:31])=[O:30])[CH:24]=1)[CH2:10][CH2:11][C:32]#[N:33])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 8929Sodium CyanideHCID 86662381HCID 86662381, compound

Product 1

HCID 66763485HCID 66763485, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

1.88 g (4.16 mmol) Toluene-4-sulfonic acid 3-tert-butoxycarbonylamino-3-(3-nitro-phenyl)-propyl ester were dissolved in 5 ml DMF and 306 mg (6.24 mmol) sodium cyanide were added. The mixture was stirred for 5 h at 60° C. The reaction mixture was poured into 50 ml water, the precipitate was filtered, washed with water and dried in vacuo. The crude product was used without further purification.

Workup

  1. filtrationthe precipitate was filtered
  2. washwashed with water
  3. customdried in vacuo
  4. customThe crude product was used without further purification

Sources & evidence

ORD record
ord-975a17396b0248878f7f896ab1faad9d
Source dataset
uspto-grants-2014_01
Patent number
US08637532B2

Reaction notes

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