Acetic Acid → HCID 178427531, compound

HRID 1632435Notes

Reaction equation

HRID 1632435 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:7]([NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:22]([NH:24][C@H:25]([C:30]([NH:32][C@H:33]([C:39]([NH:41][C@H:42]([C:60]([NH:62][C@H:63]([C:66]([NH:68][C@H:69]([C:72]([OH:74])=[O:73])[CH2:70][OH:71])=[O:67])[CH2:64][OH:65])=[O:61])[CH2:43][CH2:44][CH2:45][NH:46][C:47](=[NH:59])[NH:48][S:49]([C:52]1[CH:58]=[CH:57][C:55]([CH3:56])=[CH:54][CH:53]=1)(=[O:51])=[O:50])=[O:40])[CH2:34][CH2:35][C:36](=[O:38])[NH2:37])=[O:31])[CH2:26][CH:27]([CH3:29])[CH3:28])=[O:23])[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:12])=[O:8])[CH2:3][CH:4]([CH3:6])[CH3:5].C(O)(=O)C>CO.[Pd]>[NH2:1][C@H:2]([C:7]([NH:9][CH2:10][C:11]([NH:13][C@H:14]([C:22]([NH:24][C@H:25]([C:30]([NH:32][C@H:33]([C:39]([NH:41][C@H:42]([C:60]([NH:62][C@H:63]([C:66]([NH:68][C@H:69]([C:72]([OH:74])=[O:73])[CH2:70][OH:71])=[O:67])[CH2:64][OH:65])=[O:61])[CH2:43][CH2:44][CH2:45][NH:46][C:47](=[NH:59])[NH:48][S:49]([C:52]1[CH:58]=[CH:57][C:55]([CH3:56])=[CH:54][CH:53]=1)(=[O:51])=[O:50])=[O:40])[CH2:34][CH2:35][C:36](=[O:38])[NH2:37])=[O:31])[CH2:26][CH:27]([CH3:29])[CH3:28])=[O:23])[CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[O:12])=[O:8])[CH2:3][CH:4]([CH3:5])[CH3:6]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 178427530HCID 178427530, compound

Product 1

HCID 178427531HCID 178427531, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

600 Milligrams of Z-Leu-Gly-Phe-Leu-Gln-Arg(Tos)-Ser-Ser-OH was dissolved in 50 ml of methanol and 10 ml of 10%-acetic acid, then the mixture was subjected to catalytic reduction in the presence of 500 mg of palladium at a room temperature under an atmospheric pressure to obtain H-Leu-Gly-Phe-Leu-Gln-Arg(Tos)-Ser-Ser-OH.

Sources & evidence

ORD record
ord-c73064de588f435abdb548118fa17f9a
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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