Diisopropylethylamine → (R)-3-[4-({(4-tert-butylcyclohexyl)-[2-(4-trifluoromethoxyphenyl)acetyl]amino}methyl)benzoylamino]-2-hydroxypropionic acid

HRID 412474

反応式

HRID 412474 の反応式
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([NH:11][CH2:12][C:13]2[CH:27]=[CH:26][C:16]([C:17]([NH:19][CH2:20][C@@H:21]([OH:25])[C:22]([OH:24])=[O:23])=[O:18])=[CH:15][CH:14]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[F:28][C:29]([F:42])([F:41])[O:30][C:31]1[CH:36]=[CH:35][C:34]([CH2:37][C:38](O)=[O:39])=[CH:33][CH:32]=1.C(N(C(C)C)CC)(C)C.F[P-](F)(F)(F)(F)F.Br[P+](N1CCCC1)(N1CCCC1)N1CCCC1>CN1CCCC1=O.ClCC(Cl)C>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([NH:19][CH2:20][C@@H:21]([OH:25])[C:22]([OH:24])=[O:23])=[O:18])=[CH:26][CH:27]=2)[C:38](=[O:39])[CH2:37][C:34]2[CH:35]=[CH:36][C:31]([O:30][C:29]([F:41])([F:28])[F:42])=[CH:32][CH:33]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 81531DiisopropylethylamineHCID 2733179PyBroPHCID 27773192-[4-(Trifluoromethoxy)phenyl]acetic acidHCID 67485259(R)-3-{4-[(4-tert-butylcyclohexylamino)methyl]benzoylamino}-2-hydroxypropionic acid

生成物 1

HCID 10370959(R)-3-[4-({(4-tert-butylcyclohexyl)-[2-(4-trifluoromethoxyphenyl)acetyl]amino}methyl)benzoylamino]-2-hydroxypropionic acid

試薬・触媒・溶媒 2

HCID 65641,2-Dichloropropane溶媒3 回HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
25 °C

実験手順

The above resin bound (R)-3-{4-[(4-tert-butylcyclohexylamino)methyl]benzoylamino}-2-hydroxypropionic acid was added 1,2-dichloropropane (500 μL) and BSA (100 μL) and the mixture was vortexed at 25° C. for 1 hour followed by filtration. To the resin was added a solution of 4-(trifluoromethoxy)phenylacetic acid (400 umol) in a mixture of N-methyl-2-pyrrolidinone, 1,2-dichloropropane and diisopropylethylamine (4.5:4.5:1, 1 mL) was added followed by a solution of bromo-tris(pyrrolidino)phosphonium hexafluorophosphate (400 μmol) in 1,2-dichloropropane (500 μL). The mixture was allowed to react for 3 hours at 50° C. and the resin was allowed to cool to 25° C. while washed with N-methyl-2-pyrrolidinone (4×1 mL), and DCM (10×1 mL) afforded the resin bound title compound.

後処理

  1. filtrationfollowed by filtration
  2. additionwas added
  3. customto react for 3 hours at 50° C.
  4. washwhile washed with N-methyl-2-pyrrolidinone (4×1 mL), and DCM (10×1 mL)
  5. customafforded the resin

出典と根拠

ORDレコード
ord-befc34fa7ab04dc0bd504b10c5b3a411
出典データセット
uspto-grants-2003_05
特許番号
US06562807B2

関連ノート

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