Triethylamine → N-Butyl-N-(2,2-dimethoxyethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

HRID 446456노트

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HRID 446456 반응식
C(P1(=O)OP(CCC)(=O)OP(CCC)(=O)O1)CC.FC(F)(F)C(O)=O.[CH:26]([C:29]1[S:30][CH:31]=[C:32]([C:34]([N:36]2[CH2:41][C:40]3([CH2:46][CH2:45][N:44]([CH2:47][CH2:48][C:49]4[CH:50]=[C:51]([CH:60]=[CH:61][CH:62]=4)[CH2:52][CH2:53][O:54][CH2:55][CH2:56][C:57](O)=[O:58])[CH2:43][CH2:42]3)[O:39][CH2:38][CH2:37]2)=[O:35])[N:33]=1)([CH3:28])[CH3:27].[CH3:63][O:64][CH:65]([O:72][CH3:73])[CH2:66][NH:67][CH2:68][CH2:69][CH2:70][CH3:71].C(N(CC)CC)C>CN(C=O)C>[CH2:68]([N:67]([CH2:66][CH:65]([O:64][CH3:63])[O:72][CH3:73])[C:57](=[O:58])[CH2:56][CH2:55][O:54][CH2:53][CH2:52][C:51]1[CH:60]=[CH:61][CH:62]=[C:49]([CH2:48][CH2:47][N:44]2[CH2:45][CH2:46][C:40]3([O:39][CH2:38][CH2:37][N:36]([C:34]([C:32]4[N:33]=[C:29]([CH:26]([CH3:27])[CH3:28])[S:30][CH:31]=4)=[O:35])[CH2:41]3)[CH2:42][CH2:43]2)[CH:50]=1)[CH2:69][CH2:70][CH3:71]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 111923Propylphosphonic anhydrideHCID 21254099N-(2,2-dimethoxyethyl)butan-1-amineHCID 669641573-(3-(2-(4-(2-Isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid trifluoroacetate salt

생성물 1

HCID 58168512N-Butyl-N-(2,2-dimethoxyethyl)-3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
20 °C

실험 절차

T3P (15.67 mL of 1.57M solution in THF) was added dropwise over 15 minutes to a stirred solution of 3-(3-(2-(4-(2-isopropylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)ethyl)phenethoxy)propanoic acid trifluoroacetate salt [Example 34a, step c] (14.4 g) and N-(2,2-dimethoxyethyl)butan-1-amine [J. Am. Chem. Soc. 1949, 71(6), 2272] (3.97 g) and triethylamine (21.83 mL) in DMF (180 mL). The mixture was stirred at 20° C. for 3 hours and then partitioned between ethyl acetate and aqueous brine. The organic layer was washed with aqueous brine (×2), dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure to give the subtitled compound. Yield 15.00 g.

후처리

  1. custompartitioned between ethyl acetate and aqueous brine
  2. washThe organic layer was washed with aqueous brine (×2)
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-954c85fe5e454b6c9e36a9be89346b2b
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476265B2

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