Tetrahydrofuran → HCID 86595550, compound

HRID 2240506Notes

Reaction equation

HRID 2240506 reaction equation
[CH2:1]1[C:3]2([CH2:8][CH:7]([C:9]([NH2:11])=[O:10])[CH2:6][NH:5][CH2:4]2)[CH2:2]1.[C:12](=[O:30])([O-])[O:13][CH:14]1[CH2:19][CH2:18][O:17][CH:16](C2C=CC([N+]([O-])=O)=CC=2)[CH2:15]1.[CH3:31][CH2:32][N:33]([CH:37]([CH3:39])C)[CH:34]([CH3:36])[CH3:35].[CH2:40]1[CH2:44][O:43][CH2:42][CH2:41]1>>[CH2:42]([O:43][NH:11][C:9]([C@H:7]1[CH2:8][C:3]2([CH2:2][CH2:1]2)[CH2:4][N:5]([C:12]([O:13][CH:14]2[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)=[O:30])[C@@H:6]1[C:9]([N:11]1[CH2:31][CH2:32][N:33]([C:34]2[CH:35]=[CH:8][CH:7]=[CH:6][CH:36]=2)[CH2:37][CH2:39]1)=[O:10])=[O:10])[C:41]1[CH:40]=[CH:44][CH:3]=[CH:1][CH:2]=1

Participants

5

Reactant 4

HCID 8028TetrahydrofuranHCID 81531DiisopropylethylamineHCID 67007113HCID 67007113, compoundHCID 69287784HCID 69287784, compound

Product 1

HCID 86595550HCID 86595550, compound

Procedure

(6S,7S)-N-(benzyloxy)-6-((4-phenyl)piperazin-1-yl)carbonyl)-5-azaspiro(2,5)octane-7-carboxamide (18.6 mg, 0.041 mmole) was mixed with 4-nitrophenyl-tetrahydropyran-4-yl carbonate (13.3 mg, 0.050 mmole), and DIEA (11.0 mg, 0.083 mmole) in THF and stirred at r.t. for 24 hours. After concentration, the crude material was purified with flash column to afford the desired product (6.0 mg) in quantitative yield.

Workup

  1. concentrationAfter concentration
  2. customthe crude material was purified with flash column

Sources & evidence

ORD record
ord-80c2560082ff45fb99d3f471e4179b53
Source dataset
uspto-grants-2010_05
Patent number
US07723349B2

Reaction notes

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