4-Azido-3-chlorobenzyl Ether, New Protection for Hydroxy Functions

Synlett

Volumn 1997, Issue 6, 1997, Pages 675-676

  Egusa, Kenji ^a   Fukase, Koichi ^a   Kusumoto, Shoichi ^a  

^a OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0343930424     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-3258     Document Type: Article

References (6)

1. Oikawa, Y.; Yoshioka, T.; Yonemitsu, O. Tetrahedron Lett. 1982, 23, 885.
2. Fukase, K.; Hashida, M.; Kusumoto, S. Tetrahedron Lett. 1991, 32, 3557.
3. 4, and then concentrated in vacuo. The residue was chromatographed on silica gel (hexane) to afford 2 as orange crystals: yield 14.2 g (58%), m.p. 74-77, after recrystallization from acetone.
4. 4, the solvent was removed in vacuo and the residue was chromatographed on silica gel (dichloromethane-ethyl acetate 40:1) to give 3a as a colorless oil: yield 88 mg (95%). Instead of water and acetic acid, addition of silica gel (100 mg, containing 6.5% of water) was also effective: yield 84mg (90%).
5. 2O and acetic acid.
6. 2O (20:1) at room temperature for 7 h.