Benzyl 4-carboxyphenylacetate → Pivalic acid (R)-6-{2-[(4-carboxymethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

HRID 1950654노트

반응식

HRID 1950654 반응식
C(OC(CNC1C=C(OC)C=CC=1[C@@H]1CCC2C=C(OC(=O)C(C)(C)C)C=CC=2C1)=O)C.C(OC(CC1C=CC(C(O)=O)=CC=1)=O)C1C=CC=CC=1.C([O:60][C:61]([CH2:63][C:64]1[CH:103]=[CH:102][C:67]([C:68]([CH2:70][CH2:71][O:72][C:73]([CH2:75][NH:76][C:77]2[CH:82]=[C:81]([O:83][CH3:84])[CH:80]=[CH:79][C:78]=2[C@@H:85]2[CH2:94][CH2:93][C:92]3[CH:91]=[C:90]([O:95][C:96](=[O:101])[C:97]([CH3:100])([CH3:99])[CH3:98])[CH:89]=[CH:88][C:87]=3[CH2:86]2)=[O:74])=[O:69])=[CH:66][CH:65]=1)=[O:62])C1C=CC=CC=1>CO.[Pd]>[C:61]([CH2:63][C:64]1[CH:65]=[CH:66][C:67]([C:68]([CH2:70][CH2:71][O:72][C:73]([CH2:75][NH:76][C:77]2[CH:82]=[C:81]([O:83][CH3:84])[CH:80]=[CH:79][C:78]=2[C@@H:85]2[CH2:94][CH2:93][C:92]3[CH:91]=[C:90]([O:95][C:96](=[O:101])[C:97]([CH3:98])([CH3:100])[CH3:99])[CH:89]=[CH:88][C:87]=3[CH2:86]2)=[O:74])=[O:69])=[CH:102][CH:103]=1)([OH:62])=[O:60]

참가 물질

6

반응물 3

HCID 19966080Benzyl 4-carboxyphenylacetateHCID 57934485HCID 57934485, 화합물HCID 86605269pivalic acid (R)-6-{2-[(4-benzyloxycarbonylmethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester

생성물 1

HCID 86605268Pivalic acid (R)-6-{2-[(4-carboxymethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester수율 97.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

From pivalic acid (R)-6-[2-(ethoxycarbonylmethylamino)-4-methoxyphenyl]-5,6,7,8-tetrahydronaphthalen-2-yl ester (150 mg) and 4-benzyloxycarbonylmethylbenzoic acid (138 mg), according to an analogous synthetic method to Preparation Example 154, obtained was pivalic acid (R)-6-{2-[(4-benzyloxycarbonylmethylbenzoyl)ethoxycarbonylmethylamino]-4-methoxyphenyl}-5,6,7,8-tetrahydronaphthalen-2-yl ester (200 mg). A solution thereof in methanol (5 ml) was subjected to a catalytic reduction in the presence of 10% palladium-activated charcoal (40 mg) for 2 hours at room temperature under hydrogen atmosphere at ambient pressure. After filtration through celite pad, the solution was concentrated in vacuo to provide the title compound (170 mg).

후처리

  1. customobtained
  2. filtrationAfter filtration through celite pad
  3. concentrationthe solution was concentrated in vacuo

출처 및 근거

ORD 기록
ord-f6f639ce7978458ca04303dc776165f8
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399520B2

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