Borane → HCID 118118263, compound

HRID 524832Notes

Reaction equation

HRID 524832 reaction equation
[CH2:1]([N:8]1[C:13](=O)[CH2:12][O:11][CH2:10][C@@:9]1([CH3:25])[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B>C1COCC1>[CH2:1]([N:8]1[CH2:13][CH2:12][O:11][CH2:10][C@@:9]1([CH3:25])[C:15]([O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6331BoraneHCID 118118264HCID 118118264, compound

Product 1

HCID 118118263HCID 118118263, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(S)-benzyl 4-benzyl-3-methyl-5-oxomorpholine-3-carboxylate (3.4 g, 10 mmol) was reacted with a solution of borane in THF (1 mol/L, 20 mL) according to the procedure as described in Example 34, Step B to give the title compound as colorless oil (2.3 g, 70%). The compound was characterized by the following spectroscopic data:

Sources & evidence

ORD record
ord-86a09b8585a44649afe2e82f5121e5f0
Source dataset
uspto-grants-2016_05
Patent number
US09340538B2

Reaction notes

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