6-Oxoheptanoic acid → Nalpha-Acetyl-p-(6-Oxo-n-Heptanoylamino)-L-Phenylalanyl-Glycine Benzyl Ester

HRID 280045ノート

反応式

HRID 280045 の反応式
C(OC(=O)CNC(=O)[C@H](CC1C=CC([N+]([O-])=O)=CC=1)NC(OC(C)(C)C)=O)C1C=CC=CC=1.[O:34]=[C:35]([CH3:43])[CH2:36][CH2:37][CH2:38][CH2:39][C:40]([OH:42])=O.[CH2:44]([O:51][C:52](=[O:70])[CH2:53][NH:54][C:55](=[O:69])[C@H:56]([CH2:61][C:62]1[CH:67]=[CH:66][C:65]([NH2:68])=[CH:64][CH:63]=1)[NH:57][C:58](=[O:60])[CH3:59])[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>CO>[CH2:44]([O:51][C:52](=[O:70])[CH2:53][NH:54][C:55](=[O:69])[C@H:56]([CH2:61][C:62]1[CH:67]=[CH:66][C:65]([NH:68][C:40](=[O:42])[CH2:39][CH2:38][CH2:37][CH2:36][C:35](=[O:34])[CH3:43])=[CH:64][CH:63]=1)[NH:57][C:58](=[O:60])[CH3:59])[C:45]1[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1

参加物

5

反応物 3

HCID 988106-Oxoheptanoic acidHCID 13934182Nalpha-t-Butyloxycarbonyl-p-Nitro-L-Phenylalanyl-Glycine Benzyl EsterHCID 54160731Nalpha-Acetyl-p-Amino-L-Phenylalanyl-Glycine Benzyl Ester

生成物 1

HCID 53767188Nalpha-Acetyl-p-(6-Oxo-n-Heptanoylamino)-L-Phenylalanyl-Glycine Benzyl Ester

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

The mixed anhydride coupling was performed as described for the synthesis of compound 13 with 6-oxo-n-heptanoic acid (97 mg, 0.67 mmol) and the product from above, compound 15 (238 mg, 0.67 mmol). Each component was dissolved in 10 ml of dry tetrahydrofaran. Yield 111 mg (34%), mp 177.5°-180.5° C., [α]D25 =+19.5 (c.=1.4, methanol). Anal. calc. for C27H33N3O6 (493.58): C, 65.44; H, 6.71; N, 8.48. Found: C, 65.46; H, 6.74; N, 8.61.

後処理

  1. dissolutionEach component was dissolved in 10 ml of dry tetrahydrofaran

出典と根拠

ORDレコード
ord-27bd1b361a22467289ac874c4e5e9004
出典データセット
uspto-grants-1986_05
特許番号
US04587046

反応ノート

読み込み中…