Trifluoroacetic acid → 2-Amino-1-(3-butoxy-3-o-tolylazetidin-1-yl)-3-hydroxy-3-(4-methoxyphenyl)propan-1-one trifluoroacetate

HRID 540425Notes

Reaction equation

HRID 540425 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC(=O)[NH:14][CH:15]([C:26]([N:28]1[CH2:31][C:30]([O:39][CH2:40][CH2:41][CH2:42][CH3:43])([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[CH3:38])[CH2:29]1)=[O:27])[CH:16]([OH:25])[C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)(C)(C)C>ClCCl>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH2:14][CH:15]([CH:16]([OH:25])[C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=1)[C:26]([N:28]1[CH2:31][C:30]([O:39][CH2:40][CH2:41][CH2:42][CH3:43])([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[CH3:38])[CH2:29]1)=[O:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131731976Tert-butyl[1-(3-butoxy-3-o-tolylazetidine-1-carbonyl)-2-hydroxy-2-(4-methoxy-phenyl)ethyl]carbamate

Product 1

HCID 669881322-Amino-1-(3-butoxy-3-o-tolylazetidin-1-yl)-3-hydroxy-3-(4-methoxyphenyl)propan-1-one trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 ml of trifluoroacetic acid are added to a solution containing 1.4 g (2.8 mmol) of tert-butyl[1-(3-butoxy-3-o-tolylazetidine-1-carbonyl)-2-hydroxy-2-(4-methoxy-phenyl)ethyl]carbamate in 20 ml of dichloromethane. After stirring for 1 hour at ambient temperature, the reaction medium is concentrated. 1.5 g of 2-amino-1-(3-butoxy-3-o-tolylazetidin-1-yl)-3-hydroxy-3-(4-methoxy-phenyl)propan-1-one trifluoroacetate are obtained in the form of a beige powder with a quantitative yield.

Workup

  1. concentrationthe reaction medium is concentrated

Sources & evidence

ORD record
ord-66cb607c09c44fa3acaf07b1c2819630
Source dataset
uspto-grants-2014_10
Patent number
US08871187B2

Reaction notes

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