4-Methylpentanehydrazide → HCID 86756924, compound

HRID 1979228Notes

Reaction equation

C[CH:2]([CH3:9])[CH2:3][CH2:4][C:5](NN)=[O:6].C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:21][C@@H:22]([C:24]([N:26]([CH:49]1[CH2:53][CH2:52][CH2:51][CH2:50]1)[NH:27][C:28](=[O:48])[C@@H:29]([C@@H:34]([C:44](=[O:47])[NH:45][OH:46])[CH2:35]/[CH:36]=[CH:37]/[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:25])[CH3:23].C1(C)C=CC(S(O)(=O)=O)=CC=1.N[C@@H](C(N(C1CCCC1)NC(=O)[C@](C)([C@H](C(O)=O)C/C=C/C1C=CC=CC=1)CCC)=O)C>>[NH2:21][C@@H:22]([C:24]([N:26]([CH:49]1[CH2:50][CH2:51][CH2:52][CH2:53]1)[NH:27][C:28](=[O:48])[C@H:29]([C@H:34]([C:44](=[O:47])[NH:45][O:46][CH:5]1[CH2:4][CH2:3][CH2:2][CH2:9][O:6]1)[CH2:35]/[CH:36]=[CH:37]/[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:30][CH:31]([CH3:33])[CH3:32])=[O:25])[CH3:23]

Participants

Reactant 3

HCID 229948234-Methylpentanehydrazide

HCID 86756925HCID 86756925, compound

HCID 86756927HCID 86756927, compound

Product 1

HCID 86756924HCID 86756924, compound

Procedure

In a manner analogous to that described in the first paragraph of Example 5, starting from 0.058 g of a mixture of (E)-2′-(D-alanyl)-2′-cyclopentyl-2(R)-[1(S)-[tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-4-methylvalero-hydrazide and (E)-2′-(D-alanyl)-2′-cyclopentyl-2(S)-[1(R)-[(tetrahydro-2(RS)-pyranyloxy)carbamoyl]-4-phenyl-3-butenyl]-4-methylvalerohydrazide there was obtained 0.048 mg of a mixture of (E)-2′-(D-alanyl)-2′-cyclopentyl-2(R)-[1(S)-(hydroxycarbamoyl)-4-phenyl-3-butenyl]-4-methylvalerohydrazide p-toluene-sulphonate and (E)-2′-(D-alanyl)-2′-cyclopentyl-2(S)-[1(R)-(hydroxycarbonyl)-4-phenyl-3-butenyl]-methylvalerohydrazide p-toluenesulphonate in the form of a pale pink solid.

Sources & evidence

ORD record: ord-7f81fb98bf594095abe58ee7ff1281e6
Source dataset: uspto-grants-2001_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06239151B1

Reaction notes

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