(L)-ethyl lactate → 2-({4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phenoxy-phosphinoyloxy)-propionic Acid Ethyl Ester

HRID 33019

반응식

HRID 33019 반응식
[C:1]1([O:7][P:8]([CH2:11][C:12]([CH3:35])=[CH:13][CH2:14][C:15]2[C:16]([O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:33])[CH3:32])=[C:17]3[C:21](=[C:22]([CH3:26])[C:23]=2[O:24][CH3:25])[CH2:20][O:19][C:18]3=[O:27])(=[O:10])[OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:36]([O:41][CH2:42][CH3:43])(=[O:40])[C@H:37]([CH3:39])O.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>N1C=CC=CC=1>[CH2:42]([O:41][C:36](=[O:40])[CH:37]([O:10][P:8]([CH2:11][C:12]([CH3:35])=[CH:13][CH2:14][C:15]1[C:16]([O:28][CH2:29][CH2:30][Si:31]([CH3:34])([CH3:32])[CH3:33])=[C:17]2[C:21](=[C:22]([CH3:26])[C:23]=1[O:24][CH3:25])[CH2:20][O:19][C:18]2=[O:27])([O:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:9])[CH3:39])[CH3:43]

참가 물질

5

반응물 3

HCID 92831(L)-ethyl lactateHCID 2724699PyBOPHCID 76548829{4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phosphonic Acid Monophenyl Ester

생성물 1

HCID 765462022-({4-[6-Methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phenoxy-phosphinoyloxy)-propionic Acid Ethyl Ester수율 83%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of {4-[6-methoxy-7-methyl-3-oxo-4-(2-trimethylsilanyl-ethoxy)-1,3-dihydro-isobenzofuran-5-yl]-2-methyl-but-2-enyl}-phosphonic acid monophenyl ester (25 mg, 0.048 mmol) and ethyl (S)-(−)-lactate (34 mg, 0.288 mmol) in pyridine (1 mL) was added PyBOP (125 mg, 0.24 mmol). The solution was stirred at room temperature for 16 hours and concentrated. The residue was purified by RP HPLC using a C18 column with a gradient of H2O, 0.1% TFA-acetonitrile, 0.1% TFA to provide 24 mg (83%) of the desired product. MS (m/z) 641 [M+Na]+.

후처리

  1. concentrationconcentrated
  2. customThe residue was purified by RP HPLC

출처 및 근거

ORD 기록
ord-8a947f7021f84321aabea44ce377ef1f
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427636B2

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