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tert-Butyl carbazate → tert-butyl N'-(5-chloro-2-cyclohexyl-pentanoyl)-hydrazinecarboxylate

HRID 546698
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HRID 546698 반응식
C(N(C(C)C)CC)(C)C.C1N(P(Cl)(N2C(=O)OCC2)=O)C(=O)OC1.[Cl:25][CH2:26][CH2:27][CH2:28][CH:29]([CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)[C:30]([OH:32])=O.[C:39]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])(=[O:42])[NH:40][NH2:41]>C(Cl)Cl.O.C(OCC)(=O)C>[Cl:25][CH2:26][CH2:27][CH2:28][CH:29]([CH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1)[C:30]([NH:41][NH:40][C:39]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])=[O:32]
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참가 물질

8

반응물 4

HCID 70091tert-Butyl carbazateHCID 81531DiisopropylethylamineHCID 152842Bis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 668392885-Chloro-2-cyclohexyl-valeric acid

생성물 1

HCID 66838991tert-butyl N'-(5-chloro-2-cyclohexyl-pentanoyl)-hydrazinecarboxylate수율 36%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 6344Dichloromethane용매
HCID 8857Ethyl Acetate용매

실험 절차

IPEA (0.68 ml) and BOPCl (496 mg) were added to a solution of 5-chloro-2-cyclohexyl-valeric acid (285 mg) and tert-butyl carbazate (215 mg) in methylene chloride (2.5 ml), and the reaction solution was stirred at room temperature for 5.5 hours. Ethyl acetate and water were added to the reaction solution, and the organic layer was separated. The organic layer was sequentially washed with 1 N hydrochloric acid, water, a saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system) to obtain 156 mg of the title compound. The property values of the compound are as follows.

후처리

  1. customthe organic layer was separated
  2. washThe organic layer was sequentially washed with 1 N hydrochloric acid, water
  3. dry with materiala saturated sodium bicarbonate solution and brine, dried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate system)

출처 및 근거

ORD 기록
ord-10ef11424869495dae2302208e269ed1
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07935815B2

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