Acetic Acid → Methyl 3-[2-(2-{2-[2-((tert-butoxycarbonyl)(methyl)amino)ethoxy]ethoxy}ethoxy)ethoxy]propanoate

HRID 446653노트

반응식

HRID 446653 반응식
[CH3:1][Si](C=[N+]=[N-])(C)C.[C:8]([O:12][C:13]([N:15]([CH3:33])[CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[O:14])([CH3:11])([CH3:10])[CH3:9].C(O)(=O)C>CCCCCC.CO>[C:8]([O:12][C:13]([N:15]([CH3:33])[CH2:16][CH2:17][O:18][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH2:25][CH2:26][O:27][CH2:28][CH2:29][C:30]([O:32][CH3:1])=[O:31])=[O:14])([CH3:11])([CH3:10])[CH3:9]

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 86671296N-methyl-N-(t-Boc)-PEG4-acid

생성물 1

HCID 86671295Methyl 3-[2-(2-{2-[2-((tert-butoxycarbonyl)(methyl)amino)ethoxy]ethoxy}ethoxy)ethoxy]propanoate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8058Hexane용매

실험 절차

2 ml of a 2M solution of trimethylsilyldiazomethane in hexane are added to a solution, cooled to 0° C., of 500 mg of 3-[2-(2-{2-[2-((tert-butoxycarbonyl)(methyl)amino)ethoxy]ethoxy}ethoxy)ethoxy]propanoic acid in 4.8 ml of MeOH. After 2 h, the mixture is neutralized by addition of 120 μl of acetic acid and then concentrated under RP, and the residue is purified by flash chromatography on silica (Analogix Super Flash SiO2 SF25-40 g) using a gradient from 0 to 5% of methanol in DCM. 400 mg of methyl 3-[2-(2-{2-[2-((tert-butoxycarbonyl)(methyl)amino)ethoxy]ethoxy}ethoxy)ethoxy]propanoate are thus obtained.

후처리

  1. concentrationconcentrated under RP
  2. customthe residue is purified by flash chromatography on silica (Analogix Super Flash SiO2 SF25-40 g)

출처 및 근거

ORD 기록
ord-dafdac3e54cb47a69b579d2a2718814e
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481042B2

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