US4021423A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Syntheses of 24R,25- and 24S,25-dihydroxycholecalciferol
Assignee: Hoffmann La Roche Inc
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Filing: 1976-03-08
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Granted: 1977-05-03
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Expires: 1996-03-08
Abstract
Abstract Syntheses of 24R,25- and 24S,25-dihydroxycholecalciferol, the biologically important metabolite and derivative, respectively, of vitamin D 3 , are described.
Inventors
- 👤 Enrico Baggiolini
- 👤 John Joseph Partridge, Jr.
- 👤 Milan Radoje Uskokovic'
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 19:31
CPC Classifications
C; C07; C07C; C07C401/00; C07C2601/00; C07C2601/12; C07C2601/14; C07C2602/00; C07C2602/02; C07C2602/14; C07C2602/24; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
44 words
A compound of the formula ##STR6## wherein R 1 is hydroxy or lower alkanoyloxy, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S.
Claim 2
Dependent Claim
44 words
A compound of the formula ##STR6## wherein R 1 is hydroxy or lower alkanoyloxy, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S.
Claim 3
Dependent Claim
16 words
The compound of claim 1 wherein R 2 and R 3 each independently are lower alkyl.
Claim 4
Dependent Claim
10 words
The compound of claim 2 which is 24R,25-dihydroxyprecholecalciferol 3-acetate 24,25-acetonide.
Claim 5
Dependent Claim
9 words
The compound of claim 2 which is 24R,25-dihydroxyprecholecalciferol 24,25-acetonide.
Claim 6
Dependent Claim
10 words
The compound of claim 2 which is 24S,25-dihydroxyprecholecalciferol 3-acetate 24,25-acetonide.
Claim 7
Dependent Claim
9 words
The compound of claim 2 which is 24S,25-dihydroxyprecholecalciferol 24,25-acetonide.
Claim 8
Dependent Claim
44 words
A compound of the formula ##STR7## wherein R 1 is hydroxy or lower alkanoyloxy, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S.
Claim 9
Dependent Claim
44 words
A compound of the formula ##STR7## wherein R 1 is hydroxy or lower alkanoyloxy, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S.
Claim 10
Dependent Claim
16 words
The compound of claim 7 wherein R 2 and R 3 each independently are lower alkyl.
Claim 11
Dependent Claim
10 words
The compound of claim 8 which is 24R,25-dihydroxycholecalciferol 3-acetate 24,25-acetonide.
Claim 12
Dependent Claim
9 words
The compound of claim 8 which is 24R,25-dihydroxycholecalciferol 24,25-acetonide.
Claim 13
Dependent Claim
10 words
The compound of claim 8 which is 24S,25-dihydroxycholecalciferol 3-acetate 24,25-acetonide.
Claim 14
Dependent Claim
9 words
The compound of claim 8 which is 24S,25-dihydroxycholecalciferol 24,25-acetonide.
Claim 15
Dependent Claim
82 words
A process for the preparation of a compound of the formula ##STR8## wherein R 1 is hydroxy or lower alkanoyloxy and the absolute configuration at C-24 is R or S which comprises contacting a compound of the formula ##STR9## wherein R 1 is as above, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S with an acid and a hydroxylic solvent.
Claim 16
Dependent Claim
82 words
A process for the preparation of a compound of the formula ##STR8## wherein R 1 is hydroxy or lower alkanoyloxy and the absolute configuration at C-24 is R or S which comprises contacting a compound of the formula ##STR9## wherein R 1 is as above, R 2 and R 3 each independently are lower alkyl, R 2 and R 3 taken together are lower alkylene and the absolute configuration at C-24 is R or S with an acid and a hydroxylic solvent.
Claim 17
Dependent Claim
12 words
The process of claim 13 wherein the acid is an organic acid.
Claim 18
Dependent Claim
12 words
The process of claim 14 wherein the organic acid is para-toluenesulfonic acid.
Claim 19
Dependent Claim
12 words
The process of claim 13 wherein the hydroxylic solvent is an alkanol.
Claim 20
Dependent Claim
10 words
The process of claim 13 wherein the alkanol is methanol.
References Cited (Backward Citations)
US3901928A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-02 | 1980-11-01 | 1981-05-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-02 | 1984-11-01 | 1985-05-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-02 | 1988-11-01 | 1989-05-03 | $7700.00 | Window Closed / Lapsed |