(5R,9R)-9-(dodecanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azatricosane-5-carboxylic acid → (5R,9R)-1-(9H-fluoren-9-yl)-9-(octanoyloxy)-3,12-dioxo-2,11-dioxa-7-thia-4-azanonadecane-5-carboxylic acid

HRID 2407924Notes

Reaction equation

HRID 2407924 reaction equation
C1C2C(COC(N[C@H](C(OC(C)(C)C)=O)CSC[C@@H](CCCCCCCC([O-])=O)CCCCCCCCC([O-])=O)=O)C3C(=CC=CC=3)C=2C=CC=1.[C:52]([O:65][C@H:66]([CH2:92][O:93][C:94](=[O:106])[CH2:95][CH2:96][CH2:97][CH2:98][CH2:99][CH2:100][CH2:101]CCCC)[CH2:67][S:68][CH2:69][C@@H:70]([C:89]([OH:91])=[O:90])[NH:71][C:72](=[O:88])[O:73][CH2:74][CH:75]1[C:87]2[CH:86]=[CH:85][CH:84]=[CH:83][C:82]=2[C:81]2[C:76]1=[CH:77][CH:78]=[CH:79][CH:80]=2)(=[O:64])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59]CCCC>>[CH:77]1[C:76]2[CH:75]([CH2:74][O:73][C:72](=[O:88])[NH:71][C@H:70]([C:89]([OH:91])=[O:90])[CH2:69][S:68][CH2:67][C@H:66]([O:65][C:52](=[O:64])[CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:92][O:93][C:94](=[O:106])[CH2:95][CH2:96][CH2:97][CH2:98][CH2:99][CH2:100][CH3:101])[C:87]3[C:82](=[CH:83][CH:84]=[CH:85][CH:86]=3)[C:81]=2[CH:80]=[CH:79][CH:78]=1

Participants

3

Reactant 2

HCID 67414703(5R,9R)-9-(dodecanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azatricosane-5-carboxylic acidHCID 131731787(R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diyldioctanoate

Product 1

HCID 71294529(5R,9R)-1-(9H-fluoren-9-yl)-9-(octanoyloxy)-3,12-dioxo-2,11-dioxa-7-thia-4-azanonadecane-5-carboxylic acid

Procedure

The product was prepared from (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diyldioctanoate by following the procedure described for compound 6.

Sources & evidence

ORD record
ord-198cadf8fcf14feea5e6a9f406e20db7
Source dataset
uspto-grants-2014_08
Patent number
US08808703B2

Reaction notes

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