Ethyl 7-(methanesulfonamido)heptanoate → 7-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid

HRID 258604Notes

Reaction equation

HRID 258604 reaction equation
CS(NCCCCCCC(OCC)=O)(=O)=O.C([O:20][CH:21]([CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[CH2:22][CH2:23][CH2:24][N:25]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]([O:40]CC)=[O:39])[S:26]([CH:29](C)C)(=[O:28])=[O:27])(=O)C>>[OH:20][C@H:21]([CH2:43][CH2:44][CH2:45][CH2:46][CH3:47])[C:22]#[C:23][CH2:24][N:25]([CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][C:38]([OH:40])=[O:39])[S:26]([CH3:29])(=[O:27])=[O:28]

Participants

3

Reactant 2

HCID 12150839Ethyl 7-(methanesulfonamido)heptanoateHCID 20327709ethyl 7-[N-(4-acetoxynonyl)-1-methylethanesulfonamido]heptanoate

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 ethyl 7-(methanesulfonamido)heptanoate is replaced by an equimolar amount of ethyl 7-[(1-methylethane)sulfonamido]heptanoate (Example R). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)-1-methylethanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxynonyl)-1-methylethanesulfonamido]heptanoic acid (B).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-ef9f38ad3d2743dfacc6d4cb74aae0a9
Source dataset
uspto-grants-1977_07
Patent number
US04033996

Reaction notes

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