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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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Hydrochloric Acid → N-{(2R,3R)-3-methoxy-3-[(2S)-1-{(3R,4S,5S)-3-methoxy-5-methyl-4-[methyl(L-valyl)amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]-L-phenylalanine

HRID 2282921
ノート
印刷プレビュー

反応式

HRID 2282921 の反応式
C1C2C(COC([NH:18][C@H:19]([C:23]([N:25]([CH3:62])[C@@H:26]([C@@H:58]([CH3:61])[CH2:59][CH3:60])[C@H:27]([O:56][CH3:57])[CH2:28][C:29]([N:31]3[CH2:35][CH2:34][CH2:33][C@H:32]3[C@H:36]([O:54][CH3:55])[C@@H:37]([CH3:53])[C:38]([NH:40][C@H:41]([C:49]([O:51]C)=[O:50])[CH2:42][C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)=[O:39])=[O:30])=[O:24])[CH:20]([CH3:22])[CH3:21])=O)C3C(=CC=CC=3)C=2C=CC=1.[OH-].[Li+].O.Cl>C1COCC1>[CH3:55][O:54][C@@H:36]([C@@H:32]1[CH2:33][CH2:34][CH2:35][N:31]1[C:29](=[O:30])[CH2:28][C@@H:27]([O:56][CH3:57])[C@@H:26]([N:25]([CH3:62])[C:23](=[O:24])[C@H:19]([CH:20]([CH3:21])[CH3:22])[NH2:18])[C@@H:58]([CH3:61])[CH2:59][CH3:60])[C@@H:37]([CH3:53])[C:38]([NH:40][C@H:41]([C:49]([OH:51])=[O:50])[CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)=[O:39]
参加物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 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 86685782methyl N-{(2R,3R)-3-[(2S)-1-{(3R,4S,5S)-4-[{N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-valyl}(methyl)amino]-3-methoxy-5-methylheptanoyl}pyrrolidin-2-yl]-3-methoxy-2-methylpropanoyl}-L-phenylalaninate

生成物 1

HCID 86685781
N-{(2R,3R)-3-methoxy-3-[(2S)-1-{(3R,4S,5S)-3-methoxy-5-methyl-4-[methyl(L-valyl)amino]heptanoyl]pyrrolidin-2-yl]-2-methylpropanoyl]-L-phenylalanine
収率 94%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirring solution of #113 (2.10 g, 2.46 mM) in 10 mL of THF, lithium hydroxide (228 mg, 5.16 mM) was added followed by 3 mL of water. The reaction was allowed to stir at room temperature for 2 hours. The reaction was acidified though the addition of 1 M HCl and then concentrated in vacuo. The resulting white solid was taken up in 20 mL of acetonitrile and mL of water. The aqueous layer removed and the organic layer was washed once with water. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Ethyl acetate (20 mL) was then added and the crude solid was allowed to stir for 30 minutes, before being filtered to yield a white solid #250 (1.42 g, 94%). LC-MS (Protocol Q): m/z 619.5 [M+H+], retention time=1.10 minutes. HPLC (Protocol A at 45° C.) m/z 619.4 [M+H+], retention time=6.732 minutes.

後処理

  1. concentrationconcentrated in vacuo
  2. customThe aqueous layer removed
  3. washthe organic layer was washed once with water
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. additionEthyl acetate (20 mL) was then added
  8. stirringto stir for 30 minutes
  9. filtrationbefore being filtered

出典と根拠

ORDレコード
ord-0260b96b35004201b8dc600551f9b43f
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09138486B2

反応ノート

読み込み中…

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