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N-(tert-butoxycarbonyl)glycine → Boc-Gly-Leu-Ala-OBzl

HRID 1655682
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HRID 1655682 반응식
[NH:1]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:2][C:3]([OH:5])=O.[NH2:13][C@H:14]([C:19]([NH:21][C@H:22]([C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25])[CH3:23])=[O:20])[CH2:15][CH:16]([CH3:18])[CH3:17]>>[NH:1]([C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7])[CH2:2][C:3]([NH:13][C@H:14]([C:19]([NH:21][C@H:22]([C:24]([O:26][CH2:27][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)=[O:25])[CH3:23])=[O:20])[CH2:15][CH:16]([CH3:17])[CH3:18])=[O:5]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 78288N-(tert-butoxycarbonyl)glycineHCID 16742166H-Leu-Ala-OBzl

생성물 1

HCID 131717744Boc-Gly-Leu-Ala-OBzl

실험 절차

Boc-Gly-Leu-Ala-OBzl was prepared by coupling Boc-Gly-OH (5.70 g, 32.6 mmoles) to H-Leu-Ala-OBzl using the mixed anhydride procedure described in Example 2. The product (13.8 g) was obtained as an amorphous solid. Boc-Gly-Leu-Ala-OBzl was deblocked with trifluoroacetic acid by the procedure described for the preparation of H-Leu-Ala-OBzl except that the trifluoroacetate salt was soluble in ether. The preparation was dissolved in ethyl acetate and treated with anhydrous hydrogen chloride. The resulting product was precipitated by the addition of ether to yield 7.7 g of H-Gly-Leu-Ala-OBzl .HCl in a first crop.

출처 및 근거

ORD 기록
ord-abe011cb3b3a40019232e414a44c4e89
출처 데이터셋
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05250720

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