Triethylamine → HCID 18654568, compound
Reaction equation
[CH2:1]([N:6]([CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[C:7]([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:29])[N:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C@H:11](C(O)=O)[CH2:10]1)=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.FC(F)(F)[C:61](O)=[O:62].[CH2:66]([O:73][C:74]([N:76]([CH2:80][C:81](=[O:83])[NH2:82])[CH2:77][CH2:78][NH2:79])=[O:75])[C:67]1[CH:72]=[CH:71][CH:70]=[CH:69][CH:68]=1.C(N(CC)CC)C>>[CH2:66]([O:73][C:74]([N:76]([CH2:77][CH2:78][NH:79][C:61]([C@@H:11]1[CH2:10][N:9]([C:7](=[O:8])[N:6]([CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:14][CH2:13][N:12]1[C:15](=[O:29])[N:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:62])[CH2:80][C:81](=[O:83])[NH2:82])=[O:75])[C:67]1[CH:68]=[CH:69][CH:70]=[CH:71][CH:72]=1Participants
6
Procedure
According to the procedure of Example 1, Step E above, 60 mg (0.12 mmole) of (S)-4-(dipentylcarbamoyl)-1-(N,N-diphenylcarbamoyl)piperazine-2carboxylic acid, 18 mg (0.13 mmole) of HOBt, 32 mg (0.17 mmole) of EDAC, 86 mg (ca. 0.24 mmole) of N-(benzyloxycarbonyl)-N-(carbamoylmethyl)ethylenediamine trifluoroacetic acid salt and 33 microliters (0.24 mmole) of triethylamine after purification by flash chromatography on 16 g of silica gel eluting with 450 mL of 100:3.5 CH2Cl2 :methanol followed by flash chromatography on 16 g of silica with 450 mL of 100:3 CH2Cl2 :methanol then 200 mL of 100:5 CH2Cl2 :methanol gave 62 mg (70%) of an oil.
Workup
- customafter purification by flash chromatography on 16 g of silica gel eluting with 450 mL of 100:3.5 CH2Cl2
Sources & evidence
- ORD record
- ord-417ebd422c1049a8ae750be062823a56
- Source dataset
- uspto-grants-1994_09
- Patent number
- US05344830
Reaction notes
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