(2R,3S)-3-amino-1-((S)-6-ethylchroman-4-ylamino)-4-phenylbutan-2-ol → N-((2S,3R)-4-((S)-6-Ethylchroman-4-ylamino)-3-hydroxy-1-phenylbutan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide

HRID 253110

반응식

HRID 253110 반응식
[O:1]1[CH:6]([C:7]([O-:9])=O)[CH2:5][NH:4][C:3]2[CH:10]=[CH:11][CH:12]=[CH:13][C:2]1=2.[Li+].[NH2:15][C@@H:16]([CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C@H:17]([OH:32])[CH2:18][NH:19][C@@H:20]1[C:29]2[C:24](=[CH:25][CH:26]=[C:27]([CH2:30][CH3:31])[CH:28]=2)[O:23][CH2:22][CH2:21]1>>[CH2:30]([C:27]1[CH:28]=[C:29]2[C:24](=[CH:25][CH:26]=1)[O:23][CH2:22][CH2:21][C@@H:20]2[NH:19][CH2:18][C@@H:17]([OH:32])[C@@H:16]([NH:15][C:7]([CH:6]1[O:1][C:2]2[CH:13]=[CH:12][CH:11]=[CH:10][C:3]=2[NH:4][CH2:5]1)=[O:9])[CH2:33][C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1)[CH3:31]

참가 물질

3

반응물 2

HCID 66844744(2R,3S)-3-amino-1-((S)-6-ethylchroman-4-ylamino)-4-phenylbutan-2-olHCID 69210254Lithium benzomorpholine-2-carboxylate

생성물 1

HCID 66844673N-((2S,3R)-4-((S)-6-Ethylchroman-4-ylamino)-3-hydroxy-1-phenylbutan-2-yl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxamide

실험 절차

The title compound was prepared using a procedure analogous to that described in Example 35, wherein (±)-lithium 3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylate was coupled with (2R,3S)-3-amino-1-((S)-6-ethylchroman-4-ylamino)-4-phenylbutan-2-ol to afford the title compound (a 1:1 mixture of epimers at the benzooxazine stereocenter) as a white solid. MS m/z: 502 (M+1).

후처리

  1. customThe title compound was prepared

출처 및 근거

ORD 기록
ord-4c1faf7107a0453ea2a8c7296127ab73
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07872009B2

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