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

HRID 258602Notes

Reaction equation

HRID 258602 reaction equation
CS(NCCCCCCC(OCC)=O)(=O)=O.C(S(NCCCCCCC(OCC)=O)(=O)=O)C.C([O:37][CH:38]([CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[CH2:39][CH2:40][CH2:41][N:42]([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]([O:56]CC)=[O:55])[S:43]([CH2:46]C)(=[O:45])=[O:44])(=O)C>>[OH:37][C@H:38]([CH2:59][CH2:60][CH2:61][CH2:62][CH3:63])[C:39]#[C:40][CH2:41][N:42]([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][C:54]([OH:56])=[O:55])[S:43]([CH3:46])(=[O:44])=[O:45]

Participants

4

Reactant 3

HCID 12150839Ethyl 7-(methanesulfonamido)heptanoateHCID 20327654Ethyl 7-ethanesulfonamidoheptanoateHCID 20327717ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]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-ethanesulfonamidoheptanoate (Example P). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxynonyl)ethanesulfonamido]heptanoic acid (B).

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-02c9e87220b547f6881190cfe951ff25
Source dataset
uspto-grants-1977_07
Patent number
US04033996

Reaction notes

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