(-)-Mandelic acid → (S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelate

HRID 1460477노트

반응식

HRID 1460477 반응식
[C:1]([OH:11])(=[O:10])[C@@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH3:12][O:13][C:14]1[CH:42]=[CH:41][C:17]([CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][C@H:21]2[CH2:25][N:26]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[CH2:30][S:29][C:28]3[CH:37]=[CH:38][CH:39]=[CH:40][C:27]2=3)=[CH:16][CH:15]=1>ClCCl>[C:1]([OH:11])(=[O:10])[C@@H:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[OH:3].[CH3:12][O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:18][CH2:19][N:20]2[CH2:24][CH2:23][CH2:22][C@H:21]2[CH2:25][N:26]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[CH2:30][S:29][C:28]3[CH:37]=[CH:38][CH:39]=[CH:40][C:27]2=3)=[CH:41][CH:42]=1

참가 물질

4

반응물 2

HCID 11914(-)-Mandelic acidHCID 9824029(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine

생성물 1

HCID 131717092(S)-5,11-Dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (R)-mandelate수율 83%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of (R)-mandelic acid (88 mg) and (S)-5,11-dihydro-5-[1-(4-methoxyphenethyl)-2-pyrrolidinylmethyl]dibenzo[b,e][1,4]thiazepine (see Examples 1 and 6) (250 mg) in dichloromethane (10 ml) was stirred at room temperature for 16 hours and evaporated under reduced pressure. The residue was triturated with ether and the resulting solid collected, dried and recrystallised from ethyl acetate/hexane to give the title compound as colourless crystals, (250 mg, 83%), m.p. 151°-153° C., [α]58925 -70.4° (c=0.575 in ethanol).

후처리

  1. customevaporated under reduced pressure
  2. customThe residue was triturated with ether
  3. customthe resulting solid collected
  4. customdried
  5. customrecrystallised from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-439af09006414e7db27e9e5dabc8d6d9
출처 데이터셋
uspto-grants-1991_12
특허 번호
US05071844

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