HCID 131724082, compound → benzyl N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamate

HRID 1168653Notes

Reaction equation

HRID 1168653 reaction equation
[NH:1]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[C@H:2]([C:13]([NH2:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[O-][Si]([O-])=O.[Mg+2]>CS(C)=O>[NH:1]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[C@H:2]([C:13]([NH2:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1

Participants

3

Reactant 1

HCID 131724082HCID 131724082, compound

Product 1

HCID 853880benzyl N-[(2S)-1-amino-3-(1H-indol-3-yl)-1-oxopropan-2-yl]carbamate

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Duplicate amounts (11.7 and 24.2 mg respectively) of the 427 and 207 μmol/g Z-Trp-NH2/Florisil™ samples were weighed into glass vials. DMSO (0.5 ml) was added to each vial and the vials were agitated gently for 15 min to give a nominal concentration of 10 mM of Z-Trp-NH2. Aliquots from each vial were diluted 100-fold with CH3CN and analysed by RP-HPLC monitoring by UV at 230 ηM. The peak areas obtained for the desorbed Z-Trp-NH2 DMSO solutions were compared with those obtained using a 10 mM control soln of Z-Trp-NH2 in DMSO similarly diluted. The results are given in table 3

Sources & evidence

ORD record
ord-750a1e1d1b8d4d33ad4f577bb09f89fe
Source dataset
uspto-grants-2003_09
Patent number
US06626982B1

Reaction notes

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