1-Phenethylamine, (+)- → (R)-4-(1-aminoethyl)-N-tert-butylbenzenesulfonamide

Reaction equation

[NH2:1][C@@H:2]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([NH:14][C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:13])=[O:12])=[CH:7][CH:6]=1)[CH2:3]C.C1([C@H](N)C)C=CC=CC=1>>[NH2:1][C@@H:2]([C:5]1[CH:6]=[CH:7][C:8]([S:11]([NH:14][C:15]([CH3:16])([CH3:18])[CH3:17])(=[O:13])=[O:12])=[CH:9][CH:10]=1)[CH3:3]

Participants

Reactant 2

HCID 6431891-Phenethylamine, (+)-

HCID 58275434(R)-4-(1-aminopropyl)-N-tert-butylbenzenesulfonamide

Product 1

HCID 28714635(R)-4-(1-aminoethyl)-N-tert-butylbenzenesulfonamide

Procedure

(R)-4-(1-Amino-ethyl)-N-tert-butyl-benzenesulfonamide was synthesized in a manner analogous to (R)-4-(1-Amino-propyl)-N-tert-butyl-benzenesulfonamide in Example 12, using (R)-1-phenylethanamine in place of (R)-1-phenylpropan-1-amine.

Sources & evidence

ORD record: ord-a309003a226240a6934254b62574af27
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08536187B2

Reaction notes

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