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

HRID 1707412
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HRID 1707412 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 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

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-50cf3292660b4c85a5fa4691eb987fee
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05352788

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