Trifluoroacetic acid → HCID 59569956, compound

HRID 2071187Notes

Reaction equation

HRID 2071187 reaction equation
Cl[C:2]([C:5]1[CH:6]=[C:7]([CH:29]=[C:30]([OH:32])[CH:31]=1)[CH2:8][NH:9][CH2:10][C@@H:11]([OH:28])[C@@H:12]([NH:20]C(=O)OC(C)(C)C)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([CH3:4])[CH3:3].FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:20][C@@H:12]([CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[C@H:11]([OH:28])[CH2:10][NH:9][CH2:8][C:7]1[CH:29]=[C:30]([OH:32])[CH:31]=[C:5]([C:2]([CH3:4])=[CH2:3])[CH:6]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86647446HCID 86647446, compound

Product 1

HCID 59569956HCID 59569956, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 27.5 mg of tert-butyl (2S,3R)-4-(3-(2-chloropropan-2-yl)-5-hydroxybenzylamino)-3-hydroxy-1-phenylbutan-2-ylcarbamate and 0.8 mL of trifluoroacetic acid in 2 mL of CH2Cl2 was stirred at r.t. for 1 h and then concentrated. The 3-(((2R,3S)-3-amino-2-hydroxy-4-phenylbutylamino)methyl)-5-(prop-1-en-2-yl)phenol amine salt was used in the next reaction without further purification.

Workup

  1. concentrationconcentrated
  2. customThe 3-(((2R,3S)-3-amino-2-hydroxy-4-phenylbutylamino)methyl)-5-(prop-1-en-2-yl)phenol amine salt was used in the next reaction without further purification

Sources & evidence

ORD record
ord-a38e14c4db2c4e9e8658bc3c9e530501
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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