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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 1255335
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HRID 1255335 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]
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6

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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 58168512
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

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-9702e3b6ae7848e3a072e8f580b39b27
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08455483B2

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