Lithium azide → 2,5-Anhydro-6-azido-4,6-dideoxy-1-O-[(1,1-dimethylethyl)diphenylsilyl]-D-arabino-hexitol

HRID 54812

反応式

[CH3:1][C:2]([Si:5]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[O:6][CH2:7][C@H:8]1[O:13][C@H:12]([CH2:14]I)[CH2:11][C@H:9]1[OH:10])([CH3:4])[CH3:3].[N-:28]=[N+:29]=[N-:30].[Li+]>CN(C)C=O.O>[N:28]([CH2:14][C@H:12]1[O:13][C@H:8]([CH2:7][O:6][Si:5]([C:2]([CH3:3])([CH3:1])[CH3:4])([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C@H:9]([OH:10])[CH2:11]1)=[N+:29]=[N-:30]

参加物

反応条件

温度: 80 °C

実験手順

A solution, under argon, of 5.0 g of product from Example 275 in 10 ml of dry N,N-dimethylformamide is treated with 0.986 g of lithium azide. The minute is stirred at 80° C. for 1 hour followed by room temperature for 18 hours. The reaction is diluted with water, extracted with diethyl ether, concentrated in vacuo, purified by chromatography (silica gel: 5-50% ethyl acetate/hexane) to give 4.0 g of the desired product.

後処理

waitfollowed by room temperature for 18 hours
extractionextracted with diethyl ether
concentrationconcentrated in vacuo
custompurified by chromatography (silica gel: 5-50% ethyl acetate/hexane)

出典と根拠

ORDレコード: ord-8f8b0776df724f59ab01c2e9a34d6605
出典データセット: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05623081

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 2

反応条件

実験手順

後処理

出典と根拠

関連ノート