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

HRID 258613Notes

Reaction equation

HRID 258613 reaction equation
ClCCCC(OC(=O)C)CCCCC.ClCCCC(OC(=O)C)CCCCC(F)(F)F.C([O:35][CH:36]([CH2:56][CH2:57][CH2:58][CH2:59][C:60](F)(F)F)[CH2:37][CH2:38][CH2:39][N:40]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][C:51]([O:53]CC)=[O:52])[S:41]([CH3:44])(=[O:43])=[O:42])(=O)C>>[OH:35][C@H:36]([CH2:56][CH2:57][CH2:58][CH2:59][CH3:60])[C:37]#[C:38][CH2:39][N:40]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][C:51]([OH:53])=[O:52])[S:41]([CH3:44])(=[O:42])=[O:43]

Participants

4

Reactant 3

HCID 131047161-Chloro-4-acetoxynonaneHCID 20327693HCID 20327693, compoundHCID 203860351-Chloro-4-acetoxy-9,9,9-trifluorononane

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-acetoxy-9,9,9-trifluorononane (Example E). The product of Step A is thus ethyl 7-[N-(4-acetoxy-9,9,9-trifluorononyl)methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-9,9,9-trifluorononyl)methanesulfonamido]heptanoic acid (B).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-f7996b4dc360454f9066c8d0d103021d
Source dataset
uspto-grants-1977_07
Patent number
US04033996

Reaction notes

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