(S)-(+)-1-Iodo-2-methylbutane → (3S,5S)-3-Methyl-3-[(2S)-2-methylbutyl]-5-phenylmorpholin-2-one

Reaction equation

[CH3:1][C:2]1[C:3](=[O:14])[O:4][CH2:5][C@H:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.I[CH2:16][C@@H:17]([CH3:20])[CH2:18][CH3:19]>>[CH3:1][C@:2]1([CH2:16][C@@H:17]([CH3:20])[CH2:18][CH3:19])[C:3](=[O:14])[O:4][CH2:5][C@H:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:7]1

Participants

Reactant 2

HCID 5702528(S)-(+)-1-Iodo-2-methylbutane

HCID 57467834(5S)-3-methyl-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one

Product 1

HCID 57935242(3S,5S)-3-Methyl-3-[(2S)-2-methylbutyl]-5-phenylmorpholin-2-one

Procedure

The title compound was prepared from (5S)-3-methyl-5-phenyl-5,6-dihydro-2H-1,4-oxazin-2-one (1 g, 5.28 mmol, see WO-A-02/051983) and (2S)-1-iodo-2-methylbutane according to the procedure outlined in Preparation 1. The total amount of compound synthesised was 0.586 g.

Workup

customoutlined in Preparation 1
customThe total amount of compound synthesised

Sources & evidence

ORD record: ord-e2707a5a7f9045179759c40f040b9262
Source dataset: uspto-grants-2009_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07612226B2

Reaction notes

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