Dicyclohexylcarbodiimide → Boc-DAla-Phe-Met-OCH3

HRID 126784

반응식

HRID 126784 반응식
[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([OH:6])=O)[CH3:3].ON1C(=O)CCC1=O.C1CCC(N=C=NC2CCCCC2)CC1.CCN(C(C)C)C(C)C.[NH2:46][C@H:47]([C:55]([NH:57][C@H:58]([C:63]([O:65][CH3:66])=[O:64])[CH2:59][CH2:60][S:61][CH3:62])=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1.Cl>CN(C=O)C.CO>[NH:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[C@@H:2]([C:4]([NH:46][C@H:47]([C:55]([NH:57][C@H:58]([C:63]([O:65][CH3:66])=[O:64])[CH2:59][CH2:60][S:61][CH3:62])=[O:56])[CH2:48][C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1)=[O:6])[CH3:3]

참가 물질

8

반응물 5

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 81531DiisopropylethylamineHCID 637606BOC-D-alanineHCID 67685067H-Phe-Met-OMe.HCl

생성물 1

HCID 12888621Boc-DAla-Phe-Met-OCH3수율 87%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6228Dimethylformamide용매

실험 절차

In an analogous fashion as described in Step A, 7.56 g of Boc-DAla-OH, 5.06 g of HOSu, 8.25 g of DCC, 13.8 ml of DIEA and the HCl salt above were allowed to react in 100 ml of DMF to give 16.67 g (87% of Boc-DAla-Phe-Met-OCH3, m.p. 109°-110° C., [α]D24.5 =-19.73° (c, 1.00 in methanol).

출처 및 근거

ORD 기록
ord-c85b515795834cc2a940d534e04c263d
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254024

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