HCID 131716911, compound → HCID 54439078, compound

HRID 1461619Notes

Reaction equation

HRID 1461619 reaction equation
[C:1]([OH:7])([C:3](F)(F)F)=O.[NH2:8][C@H:9]([C:14]([OH:16])=O)[CH2:10][CH:11]([CH3:13])[CH3:12].[CH3:17][O:18][C:19](=[O:31])[CH:20]([OH:30])[CH:21]([NH2:29])[CH2:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>CO.C(Cl)(Cl)Cl>[CH3:17][O:18][C:19](=[O:31])[CH:20]([OH:30])[CH:21]([NH:29][C:14](=[O:16])[CH:9]([NH:8][C:14](=[O:16])[CH:9]([N:8]1[C:19](=[O:18])[C:20]2[C:3](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:1]1=[O:7])[CH2:10][C:11]1[CH:12]=[CH:27][CH:26]=[CH:25][CH:13]=1)[CH2:10][CH:11]([CH3:13])[CH3:12])[CH2:22][CH:23]1[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1

Participants

3

Reactant 1

HCID 131716911HCID 131716911, compound

Product 1

HCID 54439078HCID 54439078, compound

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

The title compound was prepared from N-phthalyl-Phe (0.028 g, 95 μmol) and TFA-Leu-3-amino-4-cyclohexyl-2-hydroxy-butanoic acid methyl ester (81.7 μmol) following the procedure of Example 1, second paragraph. Column chromatography (SiO2 gel; 2% MeOH/CHCl3) yielded 0.036 g (73% yield) of pure compound with a diastereomeric ratio of 28:1.

Sources & evidence

ORD record
ord-82cd527b25de49f4923763a0be5212a5
Source dataset
uspto-grants-1991_12
Patent number
US05075451

Reaction notes

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