Sodium borohydride → HCID 67348945、化合物

HRID 527982ノート

反応式

HRID 527982 の反応式
[O:1]=[C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]3[S:15][CH2:14][C:13](=[O:16])[NH:12][C:11]=3[CH:17]=2)[CH2:5][C@@H:4]([CH2:18][CH2:19][CH2:20][NH:21][C@H:22]2[C:32]3[C:33]4[N:24]([C:25](=[O:34])[CH:26]=[N:27][C:28]=4[CH:29]=[CH:30][CH:31]=3)[CH2:23]2)[O:3]1.[BH4-].[Na+]>CO.ClCCCl>[O:1]=[C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]3[S:15][CH2:14][C:13](=[O:16])[NH:12][C:11]=3[CH:17]=2)[CH2:5][C@@H:4]([CH2:18][CH2:19][CH2:20][NH:21][C@H:22]2[C:32]3[C:33]4[N:24]([C:25](=[O:34])[CH2:26][NH:27][C:28]=4[CH:29]=[CH:30][CH:31]=3)[CH2:23]2)[O:3]1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 45380794HCID 45380794、化合物

生成物 1

HCID 67348945HCID 67348945、化合物収率 78%

試薬・触媒・溶媒 1

HCID 22134543HCID 22134543、化合物溶媒

実験手順

A solution of the compound of Example 48 (33 mg) in MeOH/DCE (5 mL; 4:1) was treated with NaBH4 (3 mg) for 30 min then quenched with 1M HCl (1 mL) and partitioned between DCM and an aq. NH4OH solution. The org. layer was washed with water and brine, dried over MgSO4 and purified by CC (EA/MeOH 19:1 to 9:1 containing 1% NH4OH) affording a colourless solid (26 mg; 78% yield).

後処理

  1. customthen quenched with 1M HCl (1 mL)
  2. custompartitioned between DCM
  3. washlayer was washed with water and brine
  4. dry with materialdried over MgSO4
  5. custompurified by CC (EA/MeOH 19:1 to 9:1 containing 1% NH4OH)
  6. customaffording a colourless solid (26 mg; 78% yield)

出典と根拠

ORDレコード
ord-e319c8107bad4da9832d6a0f287dc789
出典データセット
uspto-grants-2016_05
特許番号
US09346804B2

反応ノート

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