Dicyclohexylcarbodiimide → HCID 131712257, compound

HRID 1680055Notes

Reaction equation

[CH3:1][C:2]([O:5][C:6]([CH2:8][CH2:9][C@H:10]([NH:14][C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C:11]([OH:13])=O)=[O:7])([CH3:4])[CH3:3].C1C=CC2N(O)N=NC=2C=1.[NH2:35][C@H:36]([C:49]([NH:51][C@H:52]([C:55]([NH:57][C@H:58]([C:64]([NH:66][C@H:67]([C:71]([N:73]1[CH2:114][CH2:113][CH2:112][C@H:74]1[C:75]([NH:77][C@H:78]([C:83]([NH:85][C@H:86]([C:90]([NH:92][C@H:93]([C:97]([NH:99][C@H:100]([C:105]([O:107][C:108]([CH3:111])([CH3:110])[CH3:109])=[O:106])[CH2:101][CH:102]([CH3:104])[CH3:103])=[O:98])[C@@H:94]([CH3:96])[OH:95])=[O:91])[CH:87]([CH3:89])[CH3:88])=[O:84])[CH2:79][CH:80]([CH3:82])[CH3:81])=[O:76])=[O:72])[C@@H:68]([CH3:70])[OH:69])=[O:65])[CH2:59][CH2:60][C:61](=[O:63])[NH2:62])=[O:56])[CH2:53][OH:54])=[O:50])[CH2:37][CH2:38][CH2:39][CH2:40][NH:41][C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43].C1CCC(N=C=NC2CCCCC2)CC1>CN(C=O)C>[NH:14]([C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C@H:10]([C:11]([NH:35][C@H:36]([C:49]([NH:51][C@H:52]([C:55]([NH:57][C@H:58]([C:64]([NH:66][C@H:67]([C:71]([N:73]1[CH2:114][CH2:113][CH2:112][C@H:74]1[C:75]([NH:77][C@H:78]([C:83]([NH:85][C@H:86]([C:90]([NH:92][C@H:93]([C:97]([NH:99][C@H:100]([C:105]([O:107][C:108]([CH3:109])([CH3:110])[CH3:111])=[O:106])[CH2:101][CH:102]([CH3:103])[CH3:104])=[O:98])[C@@H:94]([CH3:96])[OH:95])=[O:91])[CH:87]([CH3:89])[CH3:88])=[O:84])[CH2:79][CH:80]([CH3:81])[CH3:82])=[O:76])=[O:72])[C@@H:68]([CH3:70])[OH:69])=[O:65])[CH2:59][CH2:60][C:61](=[O:63])[NH2:62])=[O:56])[CH2:53][OH:54])=[O:50])[CH2:37][CH2:38][CH2:39][CH2:40][NH:41][C:42]([O:44][C:45]([CH3:47])([CH3:46])[CH3:48])=[O:43])=[O:13])[CH2:9][CH2:8][C:6](=[O:7])[O:5][C:2]([CH3:1])([CH3:3])[CH3:4]

Participants

Conditions

Temperature: -22 °C

Procedure

843 mg Z-Glu(OtBU)-OH and 676 mg HOBt are dissolved in 10 ml DMF. After cooling to -22° C., 2.82 g H-Lys(Boc)-Ser-Gln-Thr-Pro-Leu-Val-Thr-Leu-OtBu (Example VII.2) and 517 mg DCCI, dissolved in 2 ml DMF, are added to the solution. After stirring at -22° C. for some time, the DCHU is filtered out and the filtrate is evaporated to dryness.

Workup

additionare added to the solution
filtrationthe DCHU is filtered out
customthe filtrate is evaporated to dryness

Sources & evidence

ORD record: ord-fb7aa888e3624fb4bfcc6f83480217c2
Source dataset: uspto-grants-1981_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04271152

Reaction notes

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