4-(1-t-Butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxyamino)-6-chloro-2,5-diformamidopyrimidine → HCID 54502642、化合物

HRID 345063

反応式

HRID 345063 の反応式
[Si:1]([O:8][CH2:9][CH:10]([O:22][NH:23][C:24]1[C:29]([NH:30][CH:31]=O)=[C:28]([Cl:33])[N:27]=[C:26]([NH:34][CH:35]=[O:36])[N:25]=1)[CH2:11][O:12][CH2:13][P:14]([O:19][CH2:20][CH3:21])([O:16][CH2:17][CH3:18])=[O:15])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(OC(OC(=O)C)OCC)C>[Si:1]([O:8][CH2:9][CH:10]([O:22][N:23]1[CH:31]=[N:30][C:29]2[C:24]1=[N:25][C:26]([NH:34][CH:35]=[O:36])=[N:27][C:28]=2[Cl:33])[CH2:11][O:12][CH2:13][P:14]([O:19][CH2:20][CH3:21])([O:16][CH2:17][CH3:18])=[O:15])([C:4]([CH3:6])([CH3:7])[CH3:5])([CH3:2])[CH3:3]

参加物

3

反応物 1

HCID 1317170244-(1-t-Butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxyamino)-6-chloro-2,5-diformamidopyrimidine

生成物 1

HCID 54502642HCID 54502642、化合物

試薬・触媒・溶媒 1

HCID 84166Methanol, 1,1-diethoxy-, 1-acetate溶媒

反応条件

温度
20 °C

実験手順

A solution of 4-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxyamino)-6-chloro -2,5-diformamidopyrimidine (0.68 g, 1.19 mmol) in diethoxymethylacetate (10 ml) was stirred at 120° C. for 4 hours. The solvent was evaporated under high vacuum, the residue dissolved in methanol (10 ml) and 0.88 ammonia (0.3 ml) and stirred for 1 hour at 20° C. After evaporation to dryness, the residue was chromatographed on silica eluting with chloroform-methanol 40:1 affording 9-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxy)-6-chloro-2-formamidopurine (0.32 g, 49%) as a pale yellow oil. νmax (film) 3420, 1710, 1620, 1580, 1510, 1440, 1390, 1250 and 1030 cm-1 ; δH (CDCl3) 0.80(6H, s, (CH3)2Si), 0.87(9H, s, (CH3)3C), 1.30(6H, t, J7.2 Hz, 2×CH2CH3), 3.86(6H, m, CH2OSi+CH2OCH2P), 4.15(4H, m, 2×CH2CH3), 4.50(1H, m, CHON); 8.26(1H, s, H-8); 9.00(1H, br.d, J10.5 Hz, D2O exchangeable, NHCHO), 9.53(1H, d, J10.5 Hz, NHCHO). Found: C,43.02; H,6.49; N,12.18%; MH+ 552.1812. C20H35N5O7ClPSi.0.5H2O requires C,42.82; H,6.47; N,12.47%; MH+ 552.1810.

後処理

  1. customThe solvent was evaporated under high vacuum
  2. dissolutionthe residue dissolved in methanol (10 ml)
  3. customAfter evaporation to dryness
  4. customthe residue was chromatographed on silica eluting with chloroform-methanol 40:1 affording 9-(1-t-butyldimethylsilyloxy-3-diethoxyphosphorylmethoxyprop-2-oxy)-6-chloro-2-formamidopurine (0.32 g, 49%) as a pale yellow oil

出典と根拠

ORDレコード
ord-87243a1a531f4df2a9214d14259fc4ae
出典データセット
uspto-grants-1991_10
特許番号
US05055458

関連ノート

読み込み中…