1-Chloro-4-acetoxynonane → 7-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid

HRID 258611Notes

Reaction equation

HRID 258611 reaction equation
ClCCCC(OC(=O)C)CCCCC.ClCCCC(OC(=O)C)CCCCCCC.C([O:34][CH:35]([CH2:55][CH2:56][CH2:57][CH2:58][CH2:59]CC)[CH2:36][CH2:37][CH2:38][N:39]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([O:52]CC)=[O:51])[S:40]([CH3:43])(=[O:42])=[O:41])(=O)C>>[OH:34][C@H:35]([CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[C:36]#[C:37][CH2:38][N:39]([CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][C:50]([OH:52])=[O:51])[S:40]([CH3:43])(=[O:41])=[O:42]

Participants

4

Reactant 3

HCID 131047161-Chloro-4-acetoxynonaneHCID 20327669ethyl 7-[N-(4-acetoxyundecanyl)methanesulfonamido]heptanoateHCID 203860511-Chloro-4-acetoxyundecane

Product 1

HCID 227984047-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid

Procedure

The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-chloro-4-acetoxyundecane (Example C, Step 3). The product of Step A is thus ethyl 7-[N-(4-acetoxyundecanyl)methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxyundecanyl)methanesulfonamido]heptanoic acid (B).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-473ae69d5d4043f39f69efd1dc039062
Source dataset
uspto-grants-1977_07
Patent number
US04033996

Reaction notes

Loading…