ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
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
  1. ホーム
  2. /反応

NADP nicotinamide-adenine-dinucleotide phosphate → HCID 66918856、化合物

HRID 1367512
ノート
印刷プレビュー

反応式

HRID 1367512 の反応式
[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C:9](=[O:11])[CH2:8][C@H:7]1[C:12]([N:14]1[CH2:17][C:16]([F:19])([F:18])[CH2:15]1)=[O:13])=[O:5])[CH3:2].C1N(CCS(O)(=O)=O)CCOC1.O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O.[Cl-].[Mg+2].[Cl-].C1C=[N+]([C@@H]2O[C@H](COP(OP(OC[C@H]3O[C@@H](N4C5N=CN=C(N)C=5N=C4)[C@H](OP(O)(O)=O)[C@@H]3O)(O)=O)(O)=O)[C@@H](O)[C@H]2O)C=C(C(N)=O)C=1.[OH-].[Na+]>>[CH2:1]([O:3][C:4]([C@@H:6]1[CH2:10][C@H:9]([OH:11])[CH2:8][C@H:7]1[C:12]([N:14]1[CH2:15][C:16]([F:19])([F:18])[CH2:17]1)=[O:13])=[O:5])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 6

HCID 5886NADP nicotinamide-adenine-dinucleotide phosphateHCID 14798Sodium HydroxideHCID 781654-Morpholineethanesulfonic acidHCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal2 回HCID 5360315Magnesium ChlorideHCID 66918650HCID 66918650、化合物

生成物 1

HCID 66918856HCID 66918856、化合物収率 95.4%

実験手順

A suspension of 2.3 g (1R,2R)-2-(3,3-Difluoro-azetidine-1-carbonyl)-4-oxo-cyclopentanecarboxylic acid ethyl ester in 50.6 mL aqueous buffer (30 mM 2-(N-morpholino)ethanesulfonic acid; 0.5 M D-glucose [2.7 equ.]; 2 mM Magnesium chloride) was adjusted to pH 6.5 at 35° C. Under stirring the reduction was started by the addition of the cofactor NADP (23 mg [0.03 equ.]), the cofactor regeneration enzyme-glucose dehydrogenase (23 mg GDH 102 [Codexis]) and the reductase (23 mg KRED-NADP-131 [Codexis]). During the 17 h reaction time at 35° C. the pH was kept at pH 6.5 by the addition of 8.25 mL 1M NaOH. Under stirring the mixture was mixed with 1.5 g filter aid—Dicalite—and 30 mL ethyl acetate for at least 10 min. at room temperature. Subsequently the filter aid was washed with 30 ml water and 70 mL ethyl acetate. Afterwards the filter aid was discarded. The filtrate was extracted trice with 100 mL ethyl acetate. Treatment of the combined organic phases with sodium sulfate, evaporation and drying over night on a high vacuum yielded in 2.21 g of the title compound. MS: 278.2 (M+H)+; chiral GC: ee 99.5% [BGB-172, 60 m; H2; 10° C./min, 100° C. to 180° C.; 1° C./min, 180° C. to 230° C.].

後処理

  1. customwas adjusted to pH 6.5 at 35° C
  2. customDuring the 17 h reaction time at 35° C. the pH
  3. stirringUnder stirring the mixture
  4. additionwas mixed with 1.5 g
  5. filtrationfilter aid—Dicalite—and 30 mL ethyl acetate for at least 10 min. at room temperature
  6. washSubsequently the filter aid was washed with 30 ml water and 70 mL ethyl acetate
  7. extractionThe filtrate was extracted trice with 100 mL ethyl acetate
  8. customTreatment of the combined organic phases with sodium sulfate, evaporation
  9. customdrying over night on a high vacuum

出典と根拠

ORDレコード
ord-5362982c9eab4f588f9abcfd3214868a
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07893099B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート