Ethanolamine → 13-aza-6-oxadispiro[4.2.4.I]tridecane

HRID 276694

반응식

HRID 276694 반응식
[NH2:1][C:2]1([C:7]([OH:9])=O)[CH2:6][CH2:5][CH2:4][CH2:3]1.OC[C:12]1(N)[CH2:16][CH2:15][CH2:14][CH2:13]1.OCCN.C1(=O)CCCC1>>[CH2:3]1[C:2]2([CH2:7][O:9][C:12]3([CH2:16][CH2:15][CH2:14][CH2:13]3)[NH:1]2)[CH2:6][CH2:5][CH2:4]1

참가 물질

5

반응물 4

HCID 700EthanolamineHCID 2901CycloleucineHCID 8452CyclopentanoneHCID 663071-Aminocyclopentanemethanol

생성물 1

HCID 1831628713-aza-6-oxadispiro[4.2.4.I]tridecane

실험 절차

1-Aminocyclopentanecarboxylic acid was converted to the methyl ester according to Method B1c, Step 1. The ester reduced to 1-hydroxymethylcyclopentanamine according to Method B1c, Step 2. The hydroxyethylamine was reacted with cyclopentanone according to Method B4d, Step 1 to give 6-aza-12-oxadispiro[4.1.4.2]tridecane. The oxazolidine was reduced according to Method B4d, Step 2 to give 1-(cyclopentylamino)-1-(hydroxymethyl)cyclopentane. The substituted 2-hydroxyethylamine was reacted with SOCl2 according to Method B7b to 1-(cyclopentylamino)-1-(chloromethyl)cyclopentane. The 2-chloroethylamine was reacted with 2-methyl-4-nitrophenyl isocyanate according to Method C4a to afford 1-cyclopentyl-2-(2-methyl-4-nitrophenylimino)-3-oxa-l-1-azaspiro[4.4]nonane.

출처 및 근거

ORD 기록
ord-01555bfe48344f7a8075ecf78d2b2163
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06353006B1

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