Water → HCID 178427447, compound

HRID 1632411Notes

Reaction equation

HRID 1632411 reaction equation
[NH:1]([C:77]([O:79][C:80]([CH3:83])([CH3:82])[CH3:81])=[O:78])[C@H:2]([C:15]([NH:17][C@H:18]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:46]([NH:48][C@H:49]([C:65]([NH:67][C@H:68]([C:74]([OH:76])=[O:75])[CH2:69][CH2:70][C:71](=[O:73])[OH:72])=[O:66])[CH2:50][CH2:51][CH2:52][CH2:53][NH:54][S:55]([C:58]1[CH:64]=[CH:63][C:61]([CH3:62])=[CH:60][CH:59]=1)(=[O:57])=[O:56])=[O:47])[CH2:44][OH:45])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:39])[NH2:38])=[O:30])[CH2:25][CH:26]([CH3:28])[CH3:27])=[O:22])[CH2:19][OH:20])=[O:16])[CH2:3][CH2:4][C:5](=[O:14])[O:6]CC1C=CC=CC=1.[H][H].O>CO.C(O)(=O)C.[Pd]>[NH:1]([C:77]([O:79][C:80]([CH3:82])([CH3:81])[CH3:83])=[O:78])[C@H:2]([C:15]([NH:17][C@H:18]([C:21]([NH:23][C@H:24]([C:29]([NH:31][C@H:32]([C:40]([NH:42][C@H:43]([C:46]([NH:48][C@H:49]([C:65]([NH:67][C@H:68]([C:74]([OH:76])=[O:75])[CH2:69][CH2:70][C:71](=[O:72])[OH:73])=[O:66])[CH2:50][CH2:51][CH2:52][CH2:53][NH:54][S:55]([C:58]1[CH:64]=[CH:63][C:61]([CH3:62])=[CH:60][CH:59]=1)(=[O:57])=[O:56])=[O:47])[CH2:44][OH:45])=[O:41])[CH2:33][CH2:34][CH2:35][NH:36][C:37](=[NH:38])[NH2:39])=[O:30])[CH2:25][CH:26]([CH3:27])[CH3:28])=[O:22])[CH2:19][OH:20])=[O:16])[CH2:3][CH2:4][C:5](=[O:6])[OH:14]

Participants

7

Reactant 3

HCID 962WaterHCID 178418361HCID 178418361, compoundHCID 178427445HCID 178427445, compound

Product 1

HCID 178427447HCID 178427447, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

150 Milligrams of Boc-Glu(OBzl)-Ser-Leu-Arg-Ser-Lys(Tos)-Glu-OH was dissolved in a mixture of 30 ml of methanol with 30 ml of 10%-acetic acid, to this solution was added a small amount of palladium black and stirred for 18 hours under the conditions of introducing hydrogen gas. After completion of the reaction, the catalyst was removed by suction filtration, the filtrate was subjected to distillation under a reduced pressure, the residue thus obtained was added water and was lyophilized to obtain the desired product.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by suction filtration
  3. distillationthe filtrate was subjected to distillation under a reduced pressure
  4. customthe residue thus obtained

Sources & evidence

ORD record
ord-f68860ef49bd4d8db7c3e42e8278417b
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

Loading…