tert-Butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalate → HCID 66682935, compound

HRID 659259Notes

Reaction equation

HRID 659259 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[C:14]([S:22][CH3:23])[C:4]=1[C:5]([NH:7][CH:8]1[CH2:12][CH2:11][CH2:10][C:9]1=O)=[O:6].C(O)(=O)C(O)=O.[CH3:30][C:31]([O:34][C:35]([N:37]1[CH2:40][C:39]2([CH2:43][NH:42][CH2:41]2)[CH2:38]1)=[O:36])([CH3:33])[CH3:32]>>[C:31]([O:34][C:35]([N:37]1[CH2:40][C:39]2([CH2:41][N:42]([CH:9]3[CH2:10][CH2:11][CH2:12][CH:8]3[NH:7][C:5](=[O:6])[C:4]3[C:14]([S:22][CH3:23])=[CH:15][C:16]([C:18]([F:21])([F:20])[F:19])=[CH:17][C:3]=3[O:2][CH3:1])[CH2:43]2)[CH2:38]1)=[O:36])([CH3:33])([CH3:30])[CH3:32]

Participants

3

Reactant 2

HCID 53350400tert-Butyl 2,6-diazaspiro[3.3]heptane-2-carboxylate oxalateHCID 58062990HCID 58062990, compound2×

Product 1

HCID 66682935HCID 66682935, compound

Procedure

The title compound, brown gum, MS: m/e=530.3 [(M+H, was prepared in accordance with the general method of example 1 and 2 from 2-methoxy-6-methylsulfanyl-N-(2-oxo-cyclopentyl)-4-trifluoromethyl-benzamide (intermediate M) and 2,6-diazaspiro[3.3]heptane-2-carboxylic acid 1,1-dimethylethyl ester ethanedioate (CAS 1041026-71-4). The cis- and trans-isomer could be separated by column chromatography.

Sources & evidence

ORD record
ord-9b43ad06ceec4bc0829a1d0a09ce470c
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

Loading…