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US5159095A Expired / Lapsed US ⏱️ 0.0 years remaining

Substituted silyl alcohols

Assignee: Abbott Laboratories
•
Filing: 1991-06-07
•
Granted: 1992-10-27
•
Expires: 2011-06-07
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Abstract

Abstract Novel silyl alcohols having bulky substituents bonded to the silicon, and the silyl group attached to a carbon include the preferred 2-silyl-ethan-1-ols. A method for synthesizing substituted alcohols include hydrosilation of a vinylic ester, especially vinyl acetate, followed by hydrolysis in mild base. The silyl alcohols are useful in preparing phosphorylating reagents for phosphorylating an oligonucleotide. The phosphorylated intermediate bearing the silyl group may be separated from failure product on the basis of bulky substituents on the silyl protecting group, which is later removed, e.g. by fluoride ion.

Inventors

  • 👤 Joseph E. Celebuski

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 23:38
CPC Classifications
C; C07; C07H; C07H1/00; C07H1/02; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0803; C07F7/081; C07F7/18; C07F9/00; C07F9/02; C07F9/06; C07F9/22; C07F9/24; C07F9/2404; C07F9/2408; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 44 words
An alcoholic compound of the formula: ##STR18## wherein R 1 , R 2 and R 3 are independently selected from the group consisting of aryl, substituted aryl, and substituted or unsubstituted sterically bulky alkyl; and n is an integer from 2 to about 20.
Claim 2
Dependent Claim 44 words
An alcoholic compound of the formula: ##STR18## wherein R 1 , R 2 and R 3 are independently selected from the group consisting of aryl, substituted aryl, and substituted or unsubstituted sterically bulky alkyl; and n is an integer from 2 to about 20.
Claim 3
Dependent Claim 20 words
The compound of claim 1 wherein R 1 , R 2 and R 3 are independently aryl, or substituted aryl.
Claim 4
Dependent Claim 17 words
The compound of claim 2 wherein R 1 , R 2 and R 3 are each phenyl.
Claim 5
Dependent Claim 33 words
The compound of claim 1 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of bulky alkyl, substituted bulky alkyl, bulky aralkyl or substituted bulky aralkyl.
Claim 6
Dependent Claim 29 words
The compound of claim 4 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of t-butyl, neopentyl, neohexyl, cyclohexyl, 3-pentyl and 3-ethyl-3-pentyl.
Claim 7
Dependent Claim 34 words
The compound of claim 1 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of phenyl, substituted phenyl, naphthyl, triphenylmethyl, t-butyl, neopentyl, neohexyl, cyclohexyl, 3-pentyl and 3-ethyl-3-pentyl.
Claim 8
Dependent Claim 13 words
The compound of claim 1 wherein n is from 2 to about 6.
Claim 9
Dependent Claim 9 words
The compound of claim 7 wherein n is 2.
Claim 10
Dependent Claim 49 words
An ester compound of the formula: ##STR19## wherein R 1 , R 2 and R 3 are independently selected from the group consisting of aryl, substituted aryl, and substituted or unsubstituted sterically bulky alkyl; R 4 is lower alkyl; and n is an integer from 2 to about 20.
Claim 11
Dependent Claim 49 words
An ester compound of the formula: ##STR19## wherein R 1 , R 2 and R 3 are independently selected from the group consisting of aryl, substituted aryl, and substituted or unsubstituted sterically bulky alkyl; R 4 is lower alkyl; and n is an integer from 2 to about 20.
Claim 12
Dependent Claim 20 words
The compound of claim 9 wherein R 1 , R 2 and R 3 are independently aryl, or substituted aryl.
Claim 13
Dependent Claim 17 words
The compound of claim 10 wherein R 1 , R 2 and R 3 are each phenyl.
Claim 14
Dependent Claim 33 words
The compound of claim 9 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of bulky alkyl, substituted bulky alkyl, bulky aralkyl or substituted bulky aralkyl.
Claim 15
Dependent Claim 29 words
The compound of claim 12 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of t-butyl, neopentyl, neohexyl, cyclohexyl, 3-pentyl and 3-ethyl-3-pentyl.
Claim 16
Dependent Claim 34 words
The compound of claim 9 wherein R 1 , R 2 and R 3 are independently selected from the group consisting of phenyl, substituted phenyl, naphthyl, triphenylmethyl, t-butyl, neopentyl, neohexyl, cyclohexyl, 3-pentyl and 3-ethyl-3-pentyl.
Claim 17
Dependent Claim 13 words
The compound of claim 9 wherein n is from 2 to about 6.
Claim 18
Dependent Claim 9 words
The compound of claim 15 wherein n is 2.
Claim 19
Dependent Claim 10 words
The compound of claim 9 wherein R 4 is methyl.

References Cited (Backward Citations)

US3943157A Cited
US4180682A Cited
US4191842A Cited
US4310465A Cited
US4882451A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-10-27 1996-04-27 1996-10-27 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-10-27 2000-04-27 2000-10-27 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-10-27 2004-04-27 2004-10-27 $7700.00 Window Closed / Lapsed

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