Hydrochloric Acid → HCID 22845458, compound

HRID 847317Notes

Reaction equation

HRID 847317 reaction equation
C1(C[C@H]2[C@H](C[C@H](C=O)C(C)C)OC(C)(C)N2[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])CCCCC1.[I-].N1C=CC=CC=1C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.Cl.[NH2:57][C@H:58]([C@@H:66]([OH:80])[CH2:67][C@@H:68]([CH:77]([CH3:79])[CH3:78])[CH:69]=[CH:70][C:71]1[CH:76]=[CH:75][CH:74]=[CH:73][N:72]=1)[CH2:59][CH:60]1[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]1.C(OC([N:88]1[CH:115]=[N:114][C:90]([CH2:91][C@@H:92]([C:111]([OH:113])=O)[NH:93][C:94](=[O:110])[C@@H:95]([CH2:103][C:104](=[O:109])[C:105]([CH3:108])([CH3:107])[CH3:106])[CH2:96][C:97]2[CH:102]=[CH:101][CH:100]=[CH:99][CH:98]=2)=[CH:89]1)=O)(C)(C)C>CO>[CH:60]1([CH2:59][C@H:58]([NH:57][C:111](=[O:113])[C@@H:92]([NH:93][C:94](=[O:110])[C@@H:95]([CH2:103][C:104](=[O:109])[C:105]([CH3:107])([CH3:106])[CH3:108])[CH2:96][C:97]2[CH:98]=[CH:99][CH:100]=[CH:101][CH:102]=2)[CH2:91][C:90]2[N:114]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH:115]=[N:88][CH:89]=2)[C@@H:66]([OH:80])[CH2:67][C@@H:68]([CH:77]([CH3:78])[CH3:79])/[CH:69]=[CH:70]/[C:71]2[CH:76]=[CH:75][CH:74]=[CH:73][N:72]=2)[CH2:65][CH2:64][CH2:63][CH2:62][CH2:61]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 19882251HCID 19882251, compoundHCID 22845091HCID 22845091, compoundHCID 54042579HCID 54042579, compoundHCID 56977174HCID 56977174, compound

Product 1

HCID 22845458HCID 22845458, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

This compound was prepared in an analogous manner to that described above by reacting t-butyl (4S,5S)-4-(cyclohexylmethyl)-5-[(S)-2-formyl-3-methylbutyl]-2,2-dimethyl-3-oxazolidinecarboxylate with 2-pyridylmethyl-triphenylphosphonium iodide, cleaving off the Boc protecting group with simultaneous opening of the oxazolidine ring with hydrochloric acid in methanol and reacting the resulting (2S,3S,5S)-2-amino-1-cyclohexyl-5-isopropyl-7-(2-pyridyl)-6-hepten-3-ol with 1-(t-butoxycarbonyl)-N-[(R)-α-(3,3-dimethyl-2-oxobutyl)hydrocinnamoyl]-L-histidine.

Workup

  1. customThis compound was prepared in an analogous manner to that

Sources & evidence

ORD record
ord-6c47d490baa642298b03cbdb8a49a4a2
Source dataset
uspto-grants-1992_08
Patent number
US05140011

Reaction notes

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