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

HRID 2095580Notes

Reaction equation

HRID 2095580 reaction equation
[Cl:1][C:2]1[CH:7]=C[C:5]([N:8]2CCN(CCCC(O)=O)[C:10](=[O:20])[C@@H:9]2C)=[CH:4][C:3]=1OC(F)(F)F.C1C2(CCNC[C@H]2O)C1>>[ClH:1].[CH2:2]1[C:3]2([CH2:4][CH2:5][NH:8][CH2:9][C@H:10]2[OH:20])[CH2:7]1

Participants

3

Reactant 2

HCID 44541813(4S)-6-Azaspiro[2.5]octan-4-olHCID 67074693HCID 67074693, 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-(4-Chloro-3-trifluoromethoxy-phenyl)-3-methyl-2-oxo-piperazin-1-yl]-butyric acid (22% 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 63% yield as light yellow foam. MS: 504.19 (MH+, Cl).

Sources & evidence

ORD record
ord-9cd8f0feab6446ddadd8b56b8129601a
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

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