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

HRID 1434462ノート

反応式

HRID 1434462 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-9e2d3bff8332403aa0523bbedb07495f
出典データセット
uspto-grants-2009_11
特許番号
US07612114B2

反応ノート

読み込み中…