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Diisopropylethylamine → N-(2'-Tert-butoxycarbonylbiphenyl-4-ylmethyl)-4-(N-benzyloxycarbonylamino)tetrahydropyran-4-carboxamide

HRID 1707412
ノート
印刷プレビュー

反応式

HRID 1707412 の反応式
[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][NH:21][C:22]([C:24]2([NH:29][C:30]([O:32][CH2:33]C3C4C(=CC=CC=4)C4C3=CC=CC=4)=[O:31])[CH2:28][CH2:27][CH2:26][CH2:25]2)=[O:23])=[CH:16][CH:15]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].NCC1C=CC(C2C=CC=CC=2C(OC(C)(C)C)=[O:62])=CC=1.CCN(C(C)C)C(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:88]2[CH:89]=[CH:90][CH:91]=[CH:92][C:87]=2N=N1>CN(C=O)C.C(OCC)(=O)C.O>[C:1]([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][NH:21][C:22]([C:24]2([NH:29][C:30]([O:32][CH2:33][C:87]3[CH:88]=[CH:89][CH:90]=[CH:91][CH:92]=3)=[O:31])[CH2:25][CH2:26][O:62][CH2:27][CH2:28]2)=[O:23])=[CH:18][CH:19]=1)=[O:7])([CH3:2])([CH3:4])[CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 99710734'-(Aminomethyl)-biphenyl-2-carboxylic acid 1,1-dimethylethyl esterHCID 19422617N-(2'-Tert-butoxycarbonylbiphenyl-4-ylmethyl)-1-(N-Fmoc-amino)cyclopentane-1-carboxamide

生成物 1

HCID 19422641
N-(2'-Tert-butoxycarbonylbiphenyl-4-ylmethyl)-4-(N-benzyloxycarbonylamino)tetrahydropyran-4-carboxamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

850 mg of the compound prepared in step B are dissolved in 15 ml of DMF, and equimolar amounts of 4-aminomethyl-2'-tert-butoxycarbonylbiphenyl, DIPEA and then BOP (10% excess) are added. After 40 minutes, the medium is taken up in 200 ml of ethyl acetate and 200 ml of water. The organic phase is decanted and then washed twice with a saturated solution of sodium bicarbonate, twice with a 5% solution of sodium bisulfate and then once with a saturated solution of sodium chloride. After drying over sodium sulfate, the organic phase is evaporated under vacuum to give 1.8 g of the expected product.

後処理

  1. customThe organic phase is decanted
  2. washwashed twice with a saturated solution of sodium bicarbonate, twice with a 5% solution of sodium bisulfate
  3. dry with materialAfter drying over sodium sulfate
  4. customthe organic phase is evaporated under vacuum

出典と根拠

ORDレコード
ord-50cf3292660b4c85a5fa4691eb987fee
出典データセット
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05352788

反応ノート

読み込み中…

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