(4S)-6-Azaspiro[2.5]octan-4-ol hydrochloride → HCID 67080743, compound

HRID 655578Notes

Reaction equation

HRID 655578 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]([C@H:16]([CH2:20][O:21][CH3:22])[CH2:17][CH:18]=O)[CH2:10][C@H:9]1[CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH2:25]1[C:27]2([CH2:32][CH2:31][NH:30][CH2:29][C@H:28]2[OH:33])[CH2:26]1>>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12](=[O:15])[N:11]([C@H:16]([CH2:20][O:21][CH3:22])[CH2:17][CH2:18][N:30]2[CH2:31][CH2:32][C:27]3([CH2:25][CH2:26]3)[C@H:28]([OH:33])[CH2:29]2)[CH2:10][C@H:9]1[CH3:23])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 44541812(4S)-6-Azaspiro[2.5]octan-4-ol hydrochloride2×HCID 86638117HCID 86638117, compound

Product 1

HCID 67080743HCID 67080743, compoundYield 94%

Procedure

In analogy to the procedure described for example 58D, (R)-4-((S)-1-methoxymethyl-3-oxo-propyl)-2-methyl-5-oxo-[1,4]diazepane-1-carboxylic acid tert-butyl ester and (S)-6-aza-spiro[2.5]octan-4-ol hydrochloride (intermediate 2) gave the title compound in 94% yield as yellow viscous oil. MS: 440.4 (MH+).

Sources & evidence

ORD record
ord-5b650e3d55fe48e494a5d0e6182f0a98
Source dataset
uspto-grants-2011_12
Patent number
US08071586B2

Reaction notes

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