Formic Acid → HCID 178427528, compound

HRID 2416127Notes

Reaction equation

HRID 2416127 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:14]([NH:16][C@@H:17]([C:25]([N:27]([CH3:71])[C@H:28]([C:32]([NH:34][C@H:35]([C:60](NCC(OC(C)(C)C)=O)=[O:61])[CH2:36][CH2:37][CH2:38][NH:39][C:40](=[NH:59])[NH:41][S:42]([C:45]1[C:57]([CH3:58])=[C:56]2[C:50]([O:51][C:52]([CH2:55]2)([CH3:54])[CH3:53])=[C:48]([CH3:49])[C:46]=1[CH3:47])(=[O:44])=[O:43])=[O:33])[CH:29]([CH3:31])[CH3:30])=[O:26])[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:15])[CH2:3][C:4](=[O:13])[O:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(O)=[O:80]>>[NH2:1][C@H:2]([C:14]([NH:16][C@@H:17]([C:25]([N:27]([CH3:71])[C@H:28]([C:32]([NH:34][C@H:35]([C:60]([OH:61])=[O:80])[CH2:36][CH2:37][CH2:38][NH:39][C:40](=[NH:59])[NH:41][S:42]([C:45]1[C:57]([CH3:58])=[C:56]2[C:50]([O:51][C:52]([CH2:55]2)([CH3:53])[CH3:54])=[C:48]([CH3:49])[C:46]=1[CH3:47])(=[O:43])=[O:44])=[O:33])[CH:29]([CH3:31])[CH3:30])=[O:26])[CH2:18][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:15])[CH2:3][C:4](=[O:13])[O:5][CH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 284Formic AcidHCID 178427527HCID 178427527, compound

Product 1

HCID 178427528HCID 178427528, compoundYield 95%

Procedure

2.3 g of Boc-Asp(OBzl)-DPhe-NMeVal-Arg(Pbf)-Gly-OtBu are dissolved in 23 ml of 95% formic acid for the removal of the terminal protective groups and concentrated in vacuo after 30 min. The product is triturated with ether, filtered off and dried in vacuo. H-Asp(OBzl)-DPhe-NMeVal-Arg(Pbf)-Gay-OHxHCOOH is obtained in a yield of 95%.

Workup

  1. concentrationconcentrated in vacuo after 30 min
  2. customThe product is triturated with ether
  3. filtrationfiltered off
  4. customdried in vacuo

Sources & evidence

ORD record
ord-5f55b56e0b8d44908f479c8eb5ac5a68
Source dataset
uspto-grants-2004_11
Patent number
US06822074B1

Reaction notes

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