Ammonia → HCID 86653376, compound

HRID 1645387Notes

Reaction equation

HRID 1645387 reaction equation
[C:1]([C@@H:5]1[CH2:10][O:9][CH2:8][O:7][C@@H:6]1[O:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].[N+:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O-:24])=[O:23])([O-])=O.CO.N>[Pd].C1COCC1>[C:1]([C@@H:5]1[CH2:10][O:9][CH2:8][O:7][C@@H:6]1[O:11][CH3:12])([CH3:4])([CH3:2])[CH3:3].[NH2:13][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O-:24])=[O:23]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 86653377HCID 86653377, compound

Product 1

HCID 86653376HCID 86653376, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

5 g (18.2 mmol) of the cis-t-butyl-2-methoxy-3,5-dioxane-7-nitro-heptanoate obtained in Example 1 was added to a mixture solvent of 50 mL of MeOH and 50 mL of THF saturated with ammonia. Hydrogenation was performed for 6 hours at room temperature in the presence of 10% Pd/C catalyst. 4.43 g (88.6%) of the target compound was obtained as colorless oil.

Sources & evidence

ORD record
ord-29e23e8d8a004ec5a523f73325aed5f3
Source dataset
uspto-grants-2012_02
Patent number
US08124790B2

Reaction notes

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