Aluminium lithium hydride → HCID 69741629, compound

HRID 983179Notes

Reaction equation

HRID 983179 reaction equation
[CH:1]1([NH:4][C:5]([C@H:7]2[CH2:11][C@@H:10]([OH:12])[CH2:9][NH:8]2)=O)[CH2:3][CH2:2]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH:1]1([NH:4][CH2:5][C@@H:7]2[NH:8][CH2:9][C@H:10]([OH:12])[CH2:11]2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 28943484(2R,4R)-4-hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide

Product 1

HCID 69741629HCID 69741629, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1H NMR (400 MHz, DMSO-d6)δ 4.32 (m, 1H), 4.1 (m, 1H), 3.2 (m 2H), 2.67 (m, 1H), 2.35 (m, 1H), 1.85 (m, 1H), 0.67 (m, 2H), 0.45 (m, 2H). [486] (2R,4R)-4-Hydroxy-pyrrolidine-2-carboxylic acid cyclopropylamide (3 g) was reduced using LAH (2 g) in THF (150 mL) to give 1 g of (3R,5R)-5-cyclopropylaminomethyl-pyrrolidin-3-ol.

Sources & evidence

ORD record
ord-98c9ee36a0df4f7095ff133d1ff82d53
Source dataset
uspto-grants-2005_03
Patent number
US06861418B2

Reaction notes

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