2-Methyl-4-nitrophenyl isocyanate → (4S)-2-(2-methyl4-nitrophenylimino)-3,4-diisobutyl-1,3-oxazolidine

反応式

Cl[CH2:2][C@@H:3]([NH:8][CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:4][CH:5]([CH3:7])[CH3:6].[CH3:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[N:23]=[C:24]=[O:25]>>[CH3:13][C:14]1[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:15]=1[N:23]=[C:24]1[N:8]([CH2:9][CH:10]([CH3:12])[CH3:11])[C@@H:3]([CH2:4][CH:5]([CH3:7])[CH3:6])[CH2:2][O:25]1

参加物

反応物 2

HCID 42964562-Methyl-4-nitrophenyl isocyanate

HCID 22951243HCID 22951243、化合物

生成物 1

HCID 57001746(4S)-2-(2-methyl4-nitrophenylimino)-3,4-diisobutyl-1,3-oxazolidine

実験手順

(L)-Leucine methyl ester was reduced to (1S)-1-(hydroxymethyl)-3-methylbutylamine according to Method B1b, Step 2. The 2-hydroxyethylamine was reacted with isobutyraldehyde according to Method B4c, Step 1 to afford (4S)-2-isopropyl-4-isobutyl-1,3-oxazolidine. The oxazolidine was reduced according to Method B4c, Step 2 to give (1S)-1-(hydroxymethyl)-N-isobutyl-3-methylbutylamine. The substituted 2-hydroxyethylamine was reacted with SOCl2 according to Method B7b to give (1S)-1-(chloromethyl)-N-isobutyl-3-methylbutylamine. The chloroethylamine was reacted with 2-methyl-4-nitrophenyl isocyanate according to Method C4a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-3,4-diisobutyl-1,3-oxazolidine.

出典と根拠

ORDレコード: ord-ce7fa2cca60245afbdb2e6f302e9378a
出典データセット: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06353006B1

反応ノート

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