Ditert-butyl phosphate → (Di-tert-butoxy-phosphoryloxy)-acetic acid benzyl ester

HRID 502537노트

반응식

HRID 502537 반응식
[CH2:1]([O:8][C:9](=[O:16])[CH2:10][O:11]S(C)(=O)=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O:21][P:22]([O-])([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])([CH3:20])([CH3:19])[CH3:18]>C1COCC1>[CH2:1]([O:8][C:9](=[O:16])[CH2:10][O:11][P:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])([O:24][C:25]([CH3:26])([CH3:27])[CH3:28])=[O:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 4191557Ditert-butyl phosphateHCID 15742138Methanesulfonyloxy-acetic acid benzyl ester

생성물 1

HCID 14803044(Di-tert-butoxy-phosphoryloxy)-acetic acid benzyl ester수율 39%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methanesulfonyloxy-acetic acid benzyl ester (2.50 g, 10.24 mmol) in THF (20 mL) was added the tetrabutylammonium salt of di-tert-butylphosphate (4.61 g, 10.24 mmol). The reaction was stirred overnight, concentrated, and purified directly by MPLC (SiO2, 10-30% gradient elution, Hexane: EtOAc) to give 1.42 g (39%) of (di-tert-butoxy-phosphoryloxy)-acetic acid benzyl ester. 1H NMR (400 MHz, CDCl3): δ 7.37-7.35 (m, 5H), 5.21 (s, 2H), 4.55 (d, 2H), and 1.48 (s, 18H).

후처리

  1. concentrationconcentrated
  2. custompurified directly by MPLC (SiO2, 10-30% gradient elution, Hexane: EtOAc)

출처 및 근거

ORD 기록
ord-377159a3517f4cb08100ea54b0174ab6
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776855B2

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