Ammonia → 1-(3-Amino-2-(tosylamino)propyl)cyclohexanol

HRID 2355439Notes

Reaction equation

HRID 2355439 reaction equation
[S:1]([N:11]1[CH2:13][CH:12]1[CH2:14][C:15]1([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1)([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].[NH3:22]>CO>[NH2:22][CH2:13][CH:12]([NH:11][S:1]([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2])[CH2:14][C:15]1([OH:21])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 593828311-((1-Tosylaziridin-2-yl)methyl)cyclohexanol

Product 1

HCID 593830761-(3-Amino-2-(tosylamino)propyl)cyclohexanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-((1-tosylaziridin-2-yl)methyl)cyclohexanol (107 mg, 0.346 mmol) in MeOH (2 mL) was added satd aq ammonia (2 mL). The resulting solution was stirred at rt for 4 h and concentrated to give 1-(3-amino-2-(tosylamino)propyl)cyclohexanol which was used for the next step without purification. MS m/z 327 (M+H+).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-387c7f836cd34a0a9f40e3dc1ce9f6b6
Source dataset
uspto-grants-2010_07
Patent number
US07754737B2

Reaction notes

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