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US4001279A Expired / Lapsed US ⏱️ 0.0 years remaining

Asymmetric macrocycles containing oxygen and binaphthyl ring members

Assignee: University of California, San Diego
•
Filing: 1974-03-05
•
Granted: 1977-01-04
•
Expires: 1994-03-05
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Abstract

Abstract Chiral, hinged and functionalized host multiheteromacrocycles of the oxygen, nitrogen and sulfur-containing type are disclosed possessing holes sized to afford selective complexation of specific guest substances and shapes to recognize chirally guest molecules by virtue of the chiral steric barrier of the 2,2'-diheteroatom-1,1'-binaphthyl grouping, the naphthyl-naphthyl dihedral angle, and the provision of ortho positioned side chain substituents (arms) bearing terminal functional groups which act as counterions or additional complexing sites, and the provision of remote position side chain substituents used to control solubility and volatility properties or to bond the multiheteromacrocycles to solid supports.

Inventors

  • 👤 Donald J. Cram

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 06:37
CPC Classifications
C; C07; C07D; C07D273/00; C07D295/00; C07D295/04; C07D295/08; C07D295/096; C07D321/00; C07D321/12; C07D323/00; C07D327/00; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/0805; C07F7/0834; C07F7/18; C07F7/1804; C07F9/00; C07F9/02; C07F9/28; C07F9/38

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 156 words
A compound according to the formula: ##STR173## wherein n is 1 to 3; each m taken separately = 0 to 5, the sum being at least 1; B is --O--; X is (CH 2 )vR, where v = 1 to 3 and R = H, CH 3 , CO 2 H, OH or OCH 3 , or X is CH 2 OH: CH 2 C1; CH 2 OCH 2 CO 2 H; CH 2 OCH 2 CO 2 CH 3 ; CH 2 SCH 2 CO 2 H; CH 2 CH 2 CO 2 H; CH 2 SCH 2 CH 2 CO 2 H; Y is H, Br, CO 2 H, CH 2 OH, CH 2 C1, CH 2 OCH 2 CO 2 H, CH 2 SCH 2 CO 2 H, CH 2 CO 2 H, CH 3 (CH 2 ) 16 C(CH 3 ) 2 or CH 3 (CH 2 ) 17 CHCH 3 .
Claim 2
Dependent Claim 156 words
A compound according to the formula: ##STR173## wherein n is 1 to 3; each m taken separately = 0 to 5, the sum being at least 1; B is --O--; X is (CH 2 )vR, where v = 1 to 3 and R = H, CH 3 , CO 2 H, OH or OCH 3 , or X is CH 2 OH: CH 2 C1; CH 2 OCH 2 CO 2 H; CH 2 OCH 2 CO 2 CH 3 ; CH 2 SCH 2 CO 2 H; CH 2 CH 2 CO 2 H; CH 2 SCH 2 CH 2 CO 2 H; Y is H, Br, CO 2 H, CH 2 OH, CH 2 C1, CH 2 OCH 2 CO 2 H, CH 2 SCH 2 CO 2 H, CH 2 CO 2 H, CH 3 (CH 2 ) 16 C(CH 3 ) 2 or CH 3 (CH 2 ) 17 CHCH 3 .
Claim 3
Dependent Claim 73 words
According to claim 1 a compound of the formula: ##STR174## wherein X is (CH 2 )vR, where v = 1 to 3 and R = H, CO 2 H, OH, or OCH 3 , or X is CH 2 OCH 2 CO 2 H or CH 2 OCH 2 CO 2 CH 3 ; Y is H, Br, CO 2 H, CH 2 OH, CH 2 CO 2 H, or CH 2 Cl.
Claim 4
Dependent Claim 73 words
According to claim 1 a compound of the formula: ##STR175## wherein X is (CH 2 )vR, where v = 1 to 3 and R = H, CO 2 H, OH or OCH 3 ; or X is CH 2 OCH 2 CO 2 H or CH 2 OCH 2 CO 2 CH 3 ; Y is H, Br, CO 2 H, CH 2 OH, CH 2 CO 2 H or CH 2 Cl.
Claim 5
Dependent Claim 73 words
According to claim 1, a compound of the formula: ##STR176## wherein X is (CH 2 )vR, where v = 1 to 3 and R = H, CO 2 H, OH or OCH 3 , or X is CH 2 OCH 2 CO 2 H or CH 2 OCH 2 CO 2 CH 3 ; Y is H, Br, CO 2 H, CH 2 OH, CH 2 CO 2 H, or CH 2 Cl.
Claim 6
Dependent Claim 69 words
A compound of the formula: ##STR177## wherein X is (CH 2 )vR, where v = 1 to 3 and R = H, CO 2 H, OH or OCH 3 , or X is CH 2 OCH 2 CO 2 H or CH 2 OCH 2 CO 2 CH 3 ; Y is H, Br, CO 2 H, CH 2 OH, CH 2 CO 2 H, or CH 2 Cl.
Claim 7
Dependent Claim 69 words
A compound of the formula: ##STR177## wherein X is (CH 2 )vR, where v = 1 to 3 and R = H, CO 2 H, OH or OCH 3 , or X is CH 2 OCH 2 CO 2 H or CH 2 OCH 2 CO 2 CH 3 ; Y is H, Br, CO 2 H, CH 2 OH, CH 2 CO 2 H, or CH 2 Cl.
Claim 8
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR178##
Claim 9
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR179##
Claim 10
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR180##
Claim 11
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR181##
Claim 12
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR182##
Claim 13
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR183##
Claim 14
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR184##
Claim 15
Dependent Claim 10 words
According to claim 1, a compound of the formula: ##STR185##
Claim 16
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR186##
Claim 17
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR187##
Claim 18
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR188##
Claim 19
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR189##
Claim 20
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR190##
Claim 21
Dependent Claim 10 words
According to claim 1, a compound of the formula ##STR191##
Claim 22
Dependent Claim 25 words
A compound of the formula ##STR192## where b is 3 to 5 and X and X' are both --CH 2 OCH 2 CO 2 H.
Claim 23
Dependent Claim 25 words
A compound of the formula ##STR192## where b is 3 to 5 and X and X' are both --CH 2 OCH 2 CO 2 H.
Claim 24
Dependent Claim 6 words
A compound of the formula ##STR193##
Claim 25
Dependent Claim 6 words
A compound of the formula ##STR193##
Claim 26
Dependent Claim 6 words
A compound of the formula ##STR194##
Claim 27
Dependent Claim 6 words
A compound of the formula ##STR194##
Claim 28
Dependent Claim 6 words
A compound of the formula: ##STR195##
Claim 29
Dependent Claim 6 words
A compound of the formula: ##STR195##

References Cited (Backward Citations)

US3687978A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-01-04 1980-07-05 1981-01-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-01-04 1984-07-05 1985-01-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-01-04 1988-07-05 1989-01-04 $7700.00 Window Closed / Lapsed

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