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

HRID 1729922Notes

Reaction equation

HRID 1729922 reaction equation
ClCCCC(OC(=O)C)CCCCC.ClCCCC(OC(=O)C)CCCCCCC.C([O:34][CH:35]([CH2:53][CH2:54][CH2:55][CH2:56][CH2:57]CC)[CH2:36][CH2:37][CH2:38][N:39]([CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][C:48]([O:50]CC)=[O:49])[C:40]#[N:41])(=O)C>>[OH:34][C@H:35]([CH2:53][CH2:54][CH2:55][CH2:56][CH3:57])[C:36]#[C:37][CH2:38][N:39]([CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][C:48]([OH:50])=[O:49])[C:40]#[N:41]

Participants

4

Reactant 3

HCID 131047161-Chloro-4-acetoxynonaneHCID 203860511-Chloro-4-acetoxyundecaneHCID 86734149HCID 86734149, compound

Product 1

HCID 867341417-[N-(4-(R)-hydroxy-2-nonynyl)cyanamido]heptanoic acid

Procedure

The synthesis of this compound, initially, 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-acetoxyundecyl)cyanamido]heptanoate. The subsequent steps yield 7-[N-(4-hydroxyundecyl)cyanamido]heptanoic acid (B). This product then is treated as described in Example 3, Step A, to yield the subject compound 7-[1-(4-hydroxyundecyl)thioreido]heptanoic acid.

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-5a0bf64a00a24776bbfd904810ffc906
Source dataset
uspto-grants-1976_11
Patent number
US03989749

Reaction notes

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