Hexane → Boc-L-Pro-Ome

HRID 350377ノート

反応式

HRID 350377 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:15][CH2:14][CH2:13][C@H:9]1[C:10]([OH:12])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:16]CCCCC.[Si](C=[N+]=[N-])(C)(C)C>CO.C1C=CC=CC=1>[CH3:16][O:11][C:10](=[O:12])[C@@H:9]1[CH2:13][CH2:14][CH2:15][N:8]1[C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7]

参加物

5

反応物 3

HCID 8058HexaneHCID 850831,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-HCID 167693Trimethylsilyldiazomethane

生成物 1

HCID 1277666Boc-L-Pro-Ome収率 100%

試薬・触媒・溶媒 1

HCID 21927730Benzene methanol溶媒

実験手順

To a stirred solution of the N-tert-butoxycarbonylproline (6.00 g, 0.0279mol) in MeOH:benzene (1:4, v/v) was added dropwise 2.0 M-n-hexane solution of TMSCHN2 (16.7 mL, 0.0334mol) at room temp. After the resulting solution was stirred for 1 hr at room temp, the mixture was evaporated off in vacuo to afford 6.39 g (100%) N-tert-butoxycarbonylproline methyl ester as a yellow syrup. 1H-NMR (CDCl3) δ 1.41 (s, 9H), 1.85–1.98 (m, 4H), 2.21–2.28 (m, 2H), 3.72 (s, 3H), 4.29 (m, 1H).

後処理

  1. customthe mixture was evaporated off in vacuo

出典と根拠

ORDレコード
ord-b68805075c07415b808f4d908ef0ba6f
出典データセット
uspto-grants-2007_02
特許番号
US07179819B2

反応ノート

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