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Z-Gly-Phe-NHNH-COCH3 → H-Gly-Phe-NHNH-COCH3

HRID 1277399
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반응식

HRID 1277399 반응식
[NH:1](C(OCC1C=CC=CC=1)=O)[CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][NH:17][C:18]([CH3:20])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]>[Pd].CO>[NH2:1][CH2:2][C:3]([NH:5][C@H:6]([C:14]([NH:16][NH:17][C:18]([CH3:20])=[O:19])=[O:15])[CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 12919697Z-Gly-Phe-NHNH-COCH3

생성물 1

HCID 131712285H-Gly-Phe-NHNH-COCH3수율 26.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

Z-Gly-Phe-NHNH-COCH3 (5 g) is hydrogenated over a Pd-black as a catalyst in MeOH (100 ml). The catalyst is filtered and the filtrate is evaporated to give 3.5 g of H-Gly-Phe-NHNH-COCH3 as crystals, H-Gly-Phe-NHNH-COCH3 (0.89 g) and Z-(D)-Nva-ONB, which is prepared from Z-(D)-Nva-OH (0.80 g) and HONB (0.63 g) by the DCC method, are dissolved in DMF (10 ml). The mixture is stirred for 10 hr. at room temperature and evaporated. The residue is treated with diethylether to give a powder which is crystallized from acetonitrile; yield 1.3 g. m.p. 235°-237° C., [α]D23 +3.4° (c=0.45, DMF), Rf1 =0.44.

후처리

  1. filtrationThe catalyst is filtered
  2. customthe filtrate is evaporated

출처 및 근거

ORD 기록
ord-f8d78ef0f1ea43b0824acf41475499e7
출처 데이터셋
uspto-grants-1981_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04277394

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