Title:
アダマンタンメタノール誘導体及びその製造法
Document Type and Number:
Japanese Patent JP4222493
Kind Code:
B2
Abstract:
An adamantanemethanol derivative of the invention is represented by the following formula (1), wherein R is a hydrogen atom or a hydrocarbon group; R is a hydrocarbon group having a carbon atom, to which carbon atom at least one hydrogen atom is bonded, at a bonding site with the adjacent carbon atom; R, R and R are each a hydrogen atom, a hydroxyl group which may be protected by a protective group or the like; provided that a hydroxyl group protected by a protective group or the like is bonded to at least one carbon atom constituting the adamantane skeleton when R is a hydrogen atom or a methyl group and R is a methyl group; and at least one substituent, in addition to the HO-C(R)(R)- group indicated in the formula (1), is bonded to the adamantane ring when one of R and R is a methyl group and the other is an ethyl group.
Inventors:
Tatsuya Nakano
Hiroshi Shimojosho
Hiroshi Shimojosho
Application Number:
JP55278699A
Publication Date:
February 12, 2009
Filing Date:
April 21, 1999
Export Citation:
Assignee:
Daicel Chemical Industry Co., Ltd.
International Classes:
C07C41/26; C07C31/137; C07C31/27; C07C43/196; C07C43/315; C07C29/143; C07C29/147; C07C35/37
Domestic Patent References:
| JP11335304A | ||||
| JP2292214A |
Other References:
HEAGY, Michael D. et al., Preparation and 13C NMR Spectroscopic Study of Disubstituted Adamantane-1,3-dimethyldiyl Dications, Journal of Organic Chemistry, 1995年, 60(22), 7351-4
SASAKI, Tadashi et al., Synthesis of adamantane derivatives. LXVIII. Cycloaddition reactions of 2-(1-adamantyl)-1,3-butadiene and -heterodienes, Chemical & Pharmaceutical Bulletin, 1984年, 32(4), 1433-40
OLAH, George A. et al., Stable carbocations. Part 235. Solvolytic and stable ion studies of 1,1'-diadamantylmethyl cations, Journal of Organic Chemistry, 1982年, 47(6), 1040-7
KOVALEV, V. V. et al., 1-(3-Hydroxy-1-adamantyl)alkanesulfonic acid sultones, Zhurnal Organicheskoi Khimii, 1988年, 24(4), 738-42
LOMAS, John S. et al., Structure and isotope effects upon the thermal decomposition of carbamates of highly congested tertiary alcohols, Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry, 1972-1999, 1982年, (2), 221-6
LOMAS, John S. et al., Acid-catalyzed dehydration and acetolysis of tertiary methyl- and tert-butylcarbinols. Empirical force field treatment of tert-butyl/methyl reactivity ratios in solvolysis reactions of alcohols and p-nitrobenzoates, Journal of Organic Chemistry, 1979年 , 44(10), , 1647-54
KRAUS, George A. et al., Bridgehead intermediates in organic synthesis. A reproducible synthesis of adamantane-containing compounds, Journal of Organic Chemistry, 1994年, 59(4), 922-3
SASAKI, Tadashi et al., Synthesis of adamantane derivatives. LXVIII. Cycloaddition reactions of 2-(1-adamantyl)-1,3-butadiene and -heterodienes, Chemical & Pharmaceutical Bulletin, 1984年, 32(4), 1433-40
OLAH, George A. et al., Stable carbocations. Part 235. Solvolytic and stable ion studies of 1,1'-diadamantylmethyl cations, Journal of Organic Chemistry, 1982年, 47(6), 1040-7
KOVALEV, V. V. et al., 1-(3-Hydroxy-1-adamantyl)alkanesulfonic acid sultones, Zhurnal Organicheskoi Khimii, 1988年, 24(4), 738-42
LOMAS, John S. et al., Structure and isotope effects upon the thermal decomposition of carbamates of highly congested tertiary alcohols, Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry, 1972-1999, 1982年, (2), 221-6
LOMAS, John S. et al., Acid-catalyzed dehydration and acetolysis of tertiary methyl- and tert-butylcarbinols. Empirical force field treatment of tert-butyl/methyl reactivity ratios in solvolysis reactions of alcohols and p-nitrobenzoates, Journal of Organic Chemistry, 1979年 , 44(10), , 1647-54
KRAUS, George A. et al., Bridgehead intermediates in organic synthesis. A reproducible synthesis of adamantane-containing compounds, Journal of Organic Chemistry, 1994年, 59(4), 922-3
Attorney, Agent or Firm:
Yukihisa Goto