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llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0

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反応

Methanol → 4-amino-1-((2R,3S,4S,5R)-5-(difluoromethyl)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

HRID 2205188

印刷プレビュー

反応式

HRID 2205188 の反応式

B(Cl)(Cl)Cl.[NH2:5][C:6]1[CH:11]=[CH:10][N:9]([C@H:12]2[C@@H:16]([OH:17])[C@H:15]([O:18]CC3C=CC=CC=3)[C@:14]([CH2:29][O:30]CC3C=CC=CC=3)([CH:26]([F:28])[F:27])[O:13]2)[C:8](=[O:38])[N:7]=1.N1C=CC=CC=1.CO>ClCCl>[NH2:5][C:6]1[CH:11]=[CH:10][N:9]([C@H:12]2[C@@H:16]([OH:17])[C@H:15]([OH:18])[C@@:14]([CH:26]([F:28])[F:27])([CH2:29][OH:30])[O:13]2)[C:8](=[O:38])[N:7]=1

参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 887Methanol

HCID 1049Pyridine

HCID 25135Boron Trichloride

HCID 1182943934-amino-1-((2R,3S,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-(difluoromethyl)-3-hydroxy-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

生成物 1

HCID 1182941754-amino-1-((2R,3S,4S,5R)-5-(difluoromethyl)-3,4-dihydroxy-5-(hydroxymethyl)-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one収率 47.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度: -78 °C

実験手順

BCl3 (3.7 mL, 3.7 mmol) was added to a solution of compound 37 (0.175 g, 0.37 mmol) in dichloromethane (10 mL) cooled to −78° C. The reaction was stirred at −78° C. for 3 h, then warmed to 25° C. and stirred for a further 12 h. The reaction mixture was cooled to 0° C. and then pyridine was added into the mixture, followed by methanol. The reaction mixture was evaporated to dryness under reduced pressure. Purification by prep-HPLC afforded the product 38 (0.052 g, 41%) as a white solid. LC-MS (M+H)+=294.1

後処理

temperaturewarmed to 25° C.
stirringstirred for a further 12 h
temperatureThe reaction mixture was cooled to 0° C.
customThe reaction mixture was evaporated to dryness under reduced pressure
customPurification

出典と根拠

ORDレコード: ord-ab6c6fc879d04e28bfe29fc09607fd24
出典データセット: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US09370569B2

反応ノート

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