Sodium borohydride → 5-benzyloxy-3-hydroxymethyl-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole

HRID 1417968노트

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HRID 1417968 반응식
[BH4-].[Na+].[CH2:3]([O:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[C:13]1[C:36]([CH2:37][O:38][CH3:39])=[C:35]([CH:40]=[O:41])[N:34]=[CH:33][C:14]=1[N:15]2[CH2:20][C:21]([N:23]([CH3:32])[CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>O1CCCC1>[CH2:3]([O:10][C:11]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:12]=1[C:13]1[C:36]([CH2:37][O:38][CH3:39])=[C:35]([CH2:40][OH:41])[N:34]=[CH:33][C:14]=1[N:15]2[CH2:20][C:21]([N:23]([CH3:32])[CH2:24][CH2:25][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)=[O:22])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 867538615-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carbaldehyde

생성물 1

HCID 676958505-benzyloxy-3-hydroxymethyl-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole수율 96.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

25 mg of sodium borohydride is added to a solution of 35 mg of 5-benzyloxy-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole-3-carbaldehyde in 1 ml of tetrahydrofuran at 0° C., and it is then stirred for 3 hours at 0° C. Then, the reaction mixture is poured into ice water and extracted three times with ethyl acetate. The organic phase is dried on magnesium sulfate, filtered and concentrated by evaporation in a vacuum. 34 mg of 5-benzyloxy-3-hydroxymethyl-4-methoxymethyl-9-{2-[N-methyl-N-(2-phenylethyl)-amino]-2-oxoethyl}-9H-pyrido[3,4-b]indole is obtained.

후처리

  1. extractionextracted three times with ethyl acetate
  2. customThe organic phase is dried on magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated by evaporation in a vacuum

출처 및 근거

ORD 기록
ord-35b9fc0bf2f94967b769064e45784d78
출처 데이터셋
uspto-grants-1999_03
특허 번호
US05880126

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