Acetic Acid → HCID 178427449, compound

HRID 1632410Notes

Reaction equation

HRID 1632410 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:5]([NH:7][C@H:8]([C:13]([NH:15][C@H:16]([C:24]([NH:26][C@H:27]([C:30]([NH:32][C@H:33]([C:49]([NH:51][C@H:52]([C:58]([OH:60])=[O:59])[CH2:53][CH2:54][C:55](=[O:57])[OH:56])=[O:50])[CH2:34][CH2:35][CH2:36][CH2:37][NH:38][S:39]([C:42]1[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=1)(=[O:41])=[O:40])=[O:31])[CH2:28][OH:29])=[O:25])[CH2:17][CH2:18][CH2:19][NH:20][C:21](=[NH:23])[NH2:22])=[O:14])[CH2:9][CH:10]([CH3:12])[CH3:11])=[O:6])[CH2:3][OH:4].C(O)(=O)C>CO.[Pd]>[NH2:1][C@H:2]([C:5]([NH:7][C@H:8]([C:13]([NH:15][C@H:16]([C:24]([NH:26][C@H:27]([C:30]([NH:32][C@H:33]([C:49]([NH:51][C@H:52]([C:58]([OH:60])=[O:59])[CH2:53][CH2:54][C:55](=[O:56])[OH:57])=[O:50])[CH2:34][CH2:35][CH2:36][CH2:37][NH:38][S:39]([C:42]1[CH:48]=[CH:47][C:45]([CH3:46])=[CH:44][CH:43]=1)(=[O:41])=[O:40])=[O:31])[CH2:28][OH:29])=[O:25])[CH2:17][CH2:18][CH2:19][NH:20][C:21](=[NH:22])[NH2:23])=[O:14])[CH2:9][CH:10]([CH3:11])[CH3:12])=[O:6])[CH2:3][OH:4]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 178427448HCID 178427448, compound

Product 1

HCID 178427449HCID 178427449, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.84 Grams of Z-Ser-Leu-Arg-Ser-Lys(Tos)-Glu-OH was suspended in a mixture of 30 ml of methanol with 30 ml of 10%-acetic acid, and a small amount of palladium black was added to the suspension and stirred for 13 hours under introducing hydrogen gas. After the reaction was completed, the catalyst was removed by suction filtration to obtain the filtrate. Then filtrate was distilled under a reduced pressure and the thus obtained residue was pured into water and then lyophilized to obtain the desired product.

Workup

  1. customthe catalyst was removed by suction filtration
  2. customto obtain the filtrate
  3. distillationThen filtrate was distilled under a reduced pressure

Sources & evidence

ORD record
ord-1abc148c765e4c3cb903682b7b0f1206
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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