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Triphenylphosphine → 1-[(2,2-dimethylethoxy)carbonyl]-(cis)-4-[4-(2-methoxyethenyl)phenoxy]-L-proline, diphenylmethyl ester

HRID 485333
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HRID 485333 반응식
[CH3:1][CH:2]([CH3:29])[CH2:3][O:4][C:5]([N:7]1[CH2:27][C@H:26]([OH:28])[CH2:25][C@H:8]1[C:9]([O:11][CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:10])=[O:6].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:49][O:50][CH:51]=[CH:52][C:53]1[CH:58]=[CH:57][C:56](O)=[CH:55][CH:54]=1>C1C=CC=CC=1>[CH3:1][CH:2]([CH3:29])[CH2:3][O:4][C:5]([N:7]1[CH2:27][C@@H:26]([O:28][C:56]2[CH:57]=[CH:58][C:53]([CH:52]=[CH:51][O:50][CH3:49])=[CH:54][CH:55]=2)[CH2:25][C@H:8]1[C:9]([O:11][CH:12]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)=[O:10])=[O:6]
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참가 물질

5

반응물 3

HCID 11776TriphenylphosphineHCID 541301084-(2-Methoxyethenyl)phenolHCID 1317143091-[(2,2-dimethylethoxy)carbonyl]-(trans)-4-hydroxy-L-proline, diphenylmethyl ester

생성물 1

HCID 1317143081-[(2,2-dimethylethoxy)carbonyl]-(cis)-4-[4-(2-methoxyethenyl)phenoxy]-L-proline, diphenylmethyl ester

시약·촉매·용매 1

HCID 241Benzene
용매

실험 절차

A mixture of 1-[(2,2-dimethylethoxy)carbonyl]-(trans)-4-hydroxy-L-proline, diphenylmethyl ester, triphenylphosphine, and 4-(2-methoxyethenyl)phenol is taken up in benzene and evaporated to dryness. The residue is dissolved in dry tetrahydrofuran, cooled to -10° under argon, and treated with diethylazodicarboxylate. The reaction mixture is worked up according to the procedure of Example 1(b) to yield 1-[(2,2-dimethylethoxy)carbonyl]-(cis)-4-[4-(2-methoxyethenyl)phenoxy]-L-proline, diphenylmethyl ester.

후처리

  1. customevaporated to dryness
  2. dissolutionThe residue is dissolved in dry tetrahydrofuran
  3. temperaturecooled to -10° under argon
  4. additiontreated with diethylazodicarboxylate

출처 및 근거

ORD 기록
ord-8980026a705e4fcd9c2d5f90a66b9b94
출처 데이터셋
uspto-grants-1985_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04536501

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