Dicyclohexylcarbodiimide → HCID 131712121, compound

HRID 127608Notes

Reaction equation

[NH:1]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][C@H:10]([C:18]([NH:20][C@H:21]([C:26](O)=[O:27])[CH2:22][CH2:23][S:24][CH3:25])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])=[O:4].[NH2:36][C@H:37]([C:41]([NH:43][C@H:44]([C:47]([NH:49][C@H:50]([C:60]([NH:62][C@H:63]([C:76]([O:78][CH3:79])=[O:77])[CH2:64][CH2:65][CH2:66][CH2:67][NH:68][C:69]([O:71][C:72]([CH3:75])([CH3:74])[CH3:73])=[O:70])=[O:61])[CH2:51][CH2:52][C:53](=[O:59])[O:54][C:55]([CH3:58])([CH3:57])[CH3:56])=[O:48])[CH2:45][OH:46])=[O:42])[C@@H:38]([CH3:40])[OH:39].C1C=CC2N(O)N=NC=2C=1.C1CCC(N=C=NC2CCCCC2)CC1>>[NH:1]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:2][C:3]([NH:5][CH2:6][C:7]([NH:9][C@H:10]([C:18]([NH:20][C@H:21]([C:26]([NH:36][C@H:37]([C:41]([NH:43][C@H:44]([C:47]([NH:49][C@H:50]([C:60]([NH:62][C@H:63]([C:76]([O:78][CH3:79])=[O:77])[CH2:64][CH2:65][CH2:66][CH2:67][NH:68][C:69]([O:71][C:72]([CH3:75])([CH3:74])[CH3:73])=[O:70])=[O:61])[CH2:51][CH2:52][C:53](=[O:59])[O:54][C:55]([CH3:58])([CH3:56])[CH3:57])=[O:48])[CH2:45][OH:46])=[O:42])[C@@H:38]([CH3:40])[OH:39])=[O:27])[CH2:22][CH2:23][S:24][CH3:25])=[O:19])[CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:8])=[O:4]

Participants

Reactant 4

HCID 10868Dicyclohexylcarbodiimide

HCID 757711-Hydroxybenzotriazole

HCID 13890418HCID 13890418, compound

HCID 131712122HCID 131712122, compound

Product 1

HCID 131712121HCID 131712121, compound

Procedure

2.4 g Boc-Gly-Gly-Phe-Met-OH, A(4), and 3.15 g H-Thr-Ser-Glu(OtBu)-Lys(Boc)-OMe, B(3), are coupled with the aid of 2 eq HOBt and 1 eq DCCI in the way described in B(1).

Sources & evidence

ORD record: ord-80a0e07407cc4f32ad0e5cfbbf27864c
Source dataset: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04256736

Reaction notes

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