(4S)-6-Azaspiro[2.5]octan-4-ol → (4S)-6-Azaspiro[2.5]octan-4-ol hydrochloride

HRID 2095578Notes

Reaction equation

HRID 2095578 reaction equation
[Cl:1]C1C=[C:4]([N:12]2CCN(CCCC(O)=O)[C:14](=[O:24])[C@@H:13]2C)[CH:5]=[CH:6][C:7]=1[C:8](F)(F)F.C1C2(CCNC[C@H]2O)C1>>[ClH:1].[CH2:7]1[C:6]2([CH2:5][CH2:4][NH:12][CH2:13][C@H:14]2[OH:24])[CH2:8]1

Participants

3

Reactant 2

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-olHCID 67075029HCID 67075029, compound

Product 1

HCID 44541812(4S)-6-Azaspiro[2.5]octan-4-ol hydrochloride

Procedure

In analogy to the procedure described in Example 15, 4-[(S)-4-(3-chloro-4-trifluoromethyl-phenyl)-3-methyl-2-oxo-piperazin-1-yl]-butyric acid (26% ee) and 1.1 eq. of (S)-6-aza-spiro[2.5]octan-4-ol; hydrochloride (intermediate 2) gave after precipitation (Et2O/n-pentane) the titled compound in 95% yield as light yellow foam. MS: 488.19 (MH+, Cl).

Sources & evidence

ORD record
ord-500b2b12d336404d85e6a5bf5132ab79
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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