Sodium borohydride → HCID 67348945, 화합물

HRID 527982노트

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HRID 527982 반응식
[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

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 45380794HCID 45380794, 화합물

생성물 1

HCID 67348945HCID 67348945, 화합물수율 78%

시약·촉매·용매 1

HCID 22134543HCID 22134543, 화합물용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-e319c8107bad4da9832d6a0f287dc789
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346804B2

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