L-Pyroglutamic Acid → HCID 178491771, compound

HRID 2226731Notes

Reaction equation

[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:17]([N:19]1[CH2:55][CH2:54][CH2:53][C@H:20]1[C:21]([NH:23][C@H:24]([C:46]([NH:48][CH2:49][C:50]([OH:52])=[O:51])=[O:47])[CH2:25][CH2:26][CH2:27][NH:28][C:29](=[NH:45])[NH:30][S:31]([C:34]1[C:43]([CH3:44])=[C:41]([CH3:42])[C:38]([O:39][CH3:40])=[CH:37][C:35]=1[CH3:36])(=[O:33])=[O:32])=[O:22])=[O:18])[CH2:11][O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].[NH:56]1[C:60](=[O:61])[CH2:59][CH2:58][C@H:57]1[C:62](O)=[O:63]>>[NH:56]1[C:60](=[O:61])[CH2:59][CH2:58][C@H:57]1[C:62]([NH:1][C@H:2]([C:7]([NH:9][C@H:10]([C:17]([N:19]1[CH2:55][CH2:54][CH2:53][C@H:20]1[C:21]([NH:23][C@H:24]([C:46]([NH:48][CH2:49][C:50]([OH:52])=[O:51])=[O:47])[CH2:25][CH2:26][CH2:27][NH:28][C:29](=[NH:45])[NH:30][S:31]([C:34]1[C:43]([CH3:44])=[C:41]([CH3:42])[C:38]([O:39][CH3:40])=[CH:37][C:35]=1[CH3:36])(=[O:33])=[O:32])=[O:22])=[O:18])[CH2:11][O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5])=[O:63]

Participants

Reactant 2

HCID 7405L-Pyroglutamic Acid

HCID 178491772HCID 178491772, compound

Product 1

HCID 178491771HCID 178491771, compound

Procedure

The coupling and Nα -deprotection processes were repeated in the same manner to prepare H-Asn-Ser(But)-Pro-Arg(Mtr)-Gly-resin, and then the coupling process using pGlu-OH were performed to obtain pGlu-Asn-Ser(But)-Pro-Arg(Mtr)-Gly-resin. After drying, the resin was stirred in TFA-anisole (10-1 ml) for 4 hours at room temperature. The resin was removed by filtration and was washed with TFA.

Sources & evidence

ORD record: ord-8858963cd41646889a710a9843a8fcd2
Source dataset: uspto-grants-1994_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05349050

Reaction notes

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