Sodium triacetoxyborohydride → Acetic acid 1-(2-{[(4-tert-butoxycarbonylamino-butyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-methyl}-pyridin-3-yl)-1-methyl-ethyl ester

HRID 1592471

반응식

HRID 1592471 반응식
[CH:1]([C:3]1[C:8]([C:9]([O:12][C:13](=[O:15])[CH3:14])([CH3:11])[CH3:10])=[CH:7][CH:6]=[CH:5][N:4]=1)=O.[C:16]([O:20][C:21](=[O:37])[NH:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][CH2:28][C:29]1[C:34]([CH3:35])=[CH:33][C:32]([CH3:36])=[CH:31][N:30]=1)([CH3:19])([CH3:18])[CH3:17].[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[C:16]([O:20][C:21]([NH:22][CH2:23][CH2:24][CH2:25][CH2:26][N:27]([CH2:1][C:3]1[C:8]([C:9]([O:12][C:13](=[O:15])[CH3:14])([CH3:11])[CH3:10])=[CH:7][CH:6]=[CH:5][N:4]=1)[CH2:28][C:29]1[C:34]([CH3:35])=[CH:33][C:32]([CH3:36])=[CH:31][N:30]=1)=[O:37])([CH3:17])([CH3:19])[CH3:18]

참가 물질

4

실험 절차

Using General Procedure B: Reaction of acetic acid 1-(2-formyl-pyridin-3-yl)-1-methyl-ethyl ester, {4-[(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester and NaBH(OAc)3 in CH2Cl2CH2Cl2 gave acetic acid 1-(2-{[(4-tert-butoxycarbonylamino-butyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-methyl}-pyridin-3-yl)-1-methyl-ethyl ester (0.83 g, 75%). Deprotection with TFA using General Procedure F gave acetic acid 1-(2-{[(4-amino-butyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-methyl}-pyridin-3-yl)-1-methyl-ethyl ester. 1H NMR (CDCl3) δ 1.30 (m, 2H), 1.53 (m, 2H), 1.76 (s, 6H), 1.94 (s, 3H), 2.18 (s, 3H), 2.26 (s, 3H), 2.60 (m, 4H), 3.84 (s, 2H), 3.97 (s, 2H), 7.15 (m, 1H), 7.21 (s, 1H), 7.64 (d, 1H, J=7.0 Hz), 8.18 (s, 1H), 8.50 (d, 1H, J=3.0 Hz).

출처 및 근거

ORD 기록
ord-99d5153154bb471da9eba4d98f578e4c
출처 데이터셋
uspto-grants-2007_11
특허 번호
US07291631B2

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