ethyl 7-[N-(4-acetoxy-8-methylnonyl)methanesulfonamido]heptanoate → 7-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid

HRID 258610Notes

Reaction equation

HRID 258610 reaction equation
ClCCCC(OC(=O)C)CCCC(C)C.C([O:19][CH:20]([CH2:40][CH2:41][CH2:42][CH:43](C)[CH3:44])[CH2:21][CH2:22][CH2:23][N:24]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([O:37]CC)=[O:36])[S:25]([CH3:28])(=[O:27])=[O:26])(=O)C>>[OH:19][C@H:20]([CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[C:21]#[C:22][CH2:23][N:24]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][C:35]([OH:37])=[O:36])[S:25]([CH3:28])(=[O:26])=[O:27]

Participants

3

Reactant 2

HCID 20327713ethyl 7-[N-(4-acetoxy-8-methylnonyl)methanesulfonamido]heptanoateHCID 203860491-Chloro-4-acetoxy-8-methylnonane

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-acetoxy-8-methylnonane (Example B, Step 3). The product of Step A is thus ethyl 7-[N-(4-acetoxy-8-methylnonyl)-methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-8-methylnonyl)methanesulfonamido]heptanoic acid (B).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-55a09e981ddf4f9fb9670ff705984e02
Source dataset
uspto-grants-1977_07
Patent number
US04033996

Reaction notes

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