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

HRID 2407926Notes

Reaction equation

HRID 2407926 reaction equation
C1C2C(COC(N[C@H](C(OC(C)(C)C)=O)CSC[C@@H](CCCCCCCCCC([O-])=O)CCCCCCCCCCC([O-])=O)=O)C3C(=CC=CC=3)C=2C=CC=1.[C:56]([O:69][C@H:70]([CH2:96][O:97][C:98](=[O:110])[CH2:99][CH2:100][CH2:101][CH2:102][CH2:103][CH2:104][CH2:105][CH2:106][CH2:107]CC)[CH2:71][S:72][CH2:73][C@@H:74]([C:93]([OH:95])=[O:94])[NH:75][C:76](=[O:92])[O:77][CH2:78][CH:79]1[C:91]2[CH:90]=[CH:89][CH:88]=[CH:87][C:86]=2[C:85]2[C:80]1=[CH:81][CH:82]=[CH:83][CH:84]=2)(=[O:68])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH2:65]CC>>[C:56]([O:69][C@H:70]([CH2:96][O:97][C:98](=[O:110])[CH2:99][CH2:100][CH2:101][CH2:102][CH2:103][CH2:104][CH2:105][CH2:106][CH3:107])[CH2:71][S:72][CH2:73][C@@H:74]([C:93]([OH:95])=[O:94])[NH:75][C:76](=[O:92])[O:77][CH2:78][CH:79]1[C:91]2[CH:90]=[CH:89][CH:88]=[CH:87][C:86]=2[C:85]2[C:80]1=[CH:81][CH:82]=[CH:83][CH:84]=2)(=[O:68])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH2:62][CH2:63][CH2:64][CH3:65]

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 86678309(R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diylbis(decanoate)

Product 1

HCID 71294618(5R,9R)-9-(decanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azahenicosane-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-diylbis(decanoate) by following the procedure described for compound 6.

Sources & evidence

ORD record
ord-d897e7f4e8574303a1cee85cb7706cc9
Source dataset
uspto-grants-2014_08
Patent number
US08808703B2

Reaction notes

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