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Acetyl chloride → HCID 131727066, 화합물

HRID 33031
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HRID 33031 반응식
[Cl:1][C:2]([Cl:48])([Cl:47])[C:3]([O:6][C:7]([N:9]1[C@H:14]2[C:15]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([O:24][CH2:25][CH2:26][O:27][Si](C(C)(C)C)(C)C)=[CH:20][CH:19]=3)[CH2:17][C@@H:10]1[CH2:11][N:12]([C:40]([O:42]C(C)(C)C)=O)[CH2:13]2)=[O:8])([CH3:5])[CH3:4].Cl.O1CCOC[CH2:51]1.CCN(C(C)C)C(C)C.C(Cl)(=O)C>CN(C1C=CN=CC=1)C.CO.C1COCC1.C(Cl)Cl>[Cl:47][C:2]([Cl:48])([Cl:1])[C:3]([O:6][C:7]([N:9]1[C@H:14]2[C:15]([C:35]([O:37][CH2:38][CH3:39])=[O:36])=[C:16]([C:18]3[CH:19]=[CH:20][C:21]([O:24][CH2:25][CH2:26][OH:27])=[CH:22][CH:23]=3)[CH2:17][C@@H:10]1[CH2:11][N:12]([C:40](=[O:42])[CH3:51])[CH2:13]2)=[O:8])([CH3:4])[CH3:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 204431481,4-Dioxane hydrochlorideHCID 44158059(rac.)-(1R*,5S*)-7-{4-[2-(tert-Butyldimethylsilanyloxy)ethoxy]phenyl}-3,9-diazabicyclo[3.3.1]non-6-ene-3,6,9-tricarboxylic acid 3-tert-butyl ester 6-ethyl ester 9-(2,2,2-trichloro-1,1-dimethylethyl) ester

생성물 1

HCID 131727066HCID 131727066, 화합물

시약·촉매·용매 4

HCID 142844-(Dimethylamino)pyridine촉매HCID 887Methanol용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

As for compound S1, from H7 (5.80 g, 7.73 mmol), CH2Cl2 (60 mL), 4M HCl/dioxane (60 mL), THF (50 mL), DMAP (47 mg, 0.384 mmol), DIPEA (5.29 mL, 31.7 mmol), acetyl chloride (0.604 mL, 8.08 mmol), and MeOH (5 mL). Purification of the residue by FC (EtOAc/heptane 1:1→EtOAc MeOH/EtOAc 1:9) led to the title compound (3.07 g, 69%). Rf=0.20 (EtOAc). LC-MS: Rt=4.80; ES+: 576.93.

후처리

  1. customPurification of the residue by FC (EtOAc/heptane 1:1→EtOAc MeOH/EtOAc 1:9)

출처 및 근거

ORD 기록
ord-4d9ce3e70f4a4423a9179679d6017a3d
출처 데이터셋
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07427613B2

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