ethyl 7-{N-[3-(1-acetoxycyclohexyl)-2-propynyl]methanesulfonamido}heptanoate → 7-{N-[3-(1-Hydroxycyclohexyl)propyl]methanesulfonamido}heptanoic Acid

HRID 372535Notes

Reaction equation

HRID 372535 reaction equation
BrCC#C[C@H](OC(=O)C)CCCCC.C(OC1(C#CCBr)CCCCC1)(=O)C.C([O:32][C:33]1([C:39]#[C:40][CH2:41][N:42]([CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][C:53]([O:55]CC)=[O:54])[S:43]([CH3:46])(=[O:45])=[O:44])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)(=O)C>>[OH:32][C:33]1([CH2:39][CH2:40][CH2:41][N:42]([CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][C:53]([OH:55])=[O:54])[S:43]([CH3:46])(=[O:45])=[O:44])[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38]1

Participants

4

Reactant 3

HCID 20327718ethyl 7-{N-[3-(1-acetoxycyclohexyl)-2-propynyl]methanesulfonamido}heptanoateHCID 227938161-bromo-4(R)-acetoxy-2-nonyneHCID 233395811-Acetoxy-1-(3-bromo-1-propynyl)cyclohexane

Product 1

HCID 203276657-{N-[3-(1-Hydroxycyclohexyl)propyl]methanesulfonamido}heptanoic Acid

Procedure

The synthesis of this compound is carried out as described in Example 3 except that, in Step A, the 1-bromo-4(R)-acetoxy-2-nonyne is replaced by an equimolar amount of 1-acetoxy-1-(3-bromo-1-propynyl)cyclohexane (Example U). The product of Step A is thus ethyl 7-{N-[3-(1-acetoxycyclohexyl)-2-propynyl]methanesulfonamido}heptanoate.

Workup

  1. customThe synthesis of this compound

Sources & evidence

ORD record
ord-b306c76853914eba824288680a9d317f
Source dataset
uspto-grants-1978_05
Patent number
US04091107

Reaction notes

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