3-Phenylpropyl isocyanate → 6-(3-Phenyl-propylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester

HRID 2281676Notes

Reaction equation

HRID 2281676 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:11]2([CH2:14][NH:13][CH2:12]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:15]([CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[C:16]=[O:17]>>[C:1]([O:5][C:6]([N:8]1[C:11]2([CH2:12][N:13]([C:16](=[O:17])[NH:15][CH2:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:14]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 34276663-Phenylpropyl isocyanateHCID 56828076Tert-butyl 1,6-diazaspiro[3.3]heptane-1-carboxylate

Product 1

HCID 866823516-(3-Phenyl-propylcarbamoyl)-1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester

Procedure

In analogy to the experimental procedure of example 8) 1,6-diaza-spiro[3.3]heptane-1-carboxylic acid tert-butyl ester instead of 1-benzyl-1,6-diaza-spiro[3.3]heptane was converted using (3-isocyanato-propyl)-benzene into the title compound which was used directly in the next step without further purification.

Sources & evidence

ORD record
ord-9381795e7854455da8dbd0d2d9a9c8c6
Source dataset
uspto-grants-2015_09
Patent number
US09139593B2

Reaction notes

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