Ammonium formate → Rac-5-(tetrahydro-pyran-3-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

HRID 225656Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:17]3[CH2:22][CH2:21][CH2:20][O:19][CH:18]=3)[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>>[C:1]([O:5][C:6]([N:8]1[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([CH:17]3[CH2:22][CH2:21][CH2:20][O:19][CH2:18]3)[CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 2723923Ammonium formate

HCID 577533835-(5,6-Dihydro-4H-pyran-3-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Product 1

HCID 57753408Rac-5-(tetrahydro-pyran-3-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Procedure

Prepared in analogy to Example A49(b) from 5-(5,6-dihydro-4H-pyran-3-yl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester and ammonium formate. Light yellow oil. MS (m/e): 248.1 ([M+H−Me2C═CH2]+, 100%).

Sources & evidence

ORD record: ord-564281619a0044739c720d6a892914a5
Source dataset: uspto-grants-2009_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07557114B2

Reaction notes

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