反応 #1785953

ord-174104e21bf942eca47009a7ca55e65e

反応方程式

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid
N[C@H]1CC[C@H](O)CC1
Trans-4-amino-cyclohexanol
→
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21.N[C@H]1CC[C@H](O)CC1
title compound
収率 82.8%
CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21.N[C@H]1CC[C@H](O)CC1
(R)-2-[3-[3-(1-tert-butylcarbonylmethyl-2-oxo-5-cyclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodi azepin-3-yl)ureido]phenyl]-2-methylpropionic acid trans-4-aminocyclohexanol salt
収率 82.8%

反応物

CC(C)(C)C(=O)CN1C(=O)[C@H](NC(=O)Nc2cccc(C(C)(C)C(=O)O)c2)CN(C2CCCCC2)c2ccccc21
(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid
N[C@H]1CC[C@H](O)CC1
Trans-4-amino-cyclohexanol

試薬

なし

溶媒

CC#N
acetonitrile

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.DISSOLUTIONdissolved
  2. 2
    温度under heat
  3. 3
    その他crystals so precipitated
  4. 4
    ろ過were collected by filtration
  5. 5
    その他dried

実験手順

(R)-(−)-2-[3-[3-(1-tert-Butylcarbonylmethyl-2-oxo-5-c yclohexyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-3-yl)urei do]phenyl]-2-methylpropionic acid (42 mg) was dissolved in acetonitrile (0.5 mL). Trans-4-amino-cyclohexanol (8 mg) was added and then dissolved under heat. After the mixture was allowed to stand overnight, crystals so precipitated were collected by filtration and dried, whereby the title compound (39 mg) was obtained. Yield: 77%.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US06344452B1uspto-grants-2002_02