Supports and their use

US 4,812,512 A
Filed: 06/26/1986
Issued: 03/14/1989
Est. Priority Date: 06/27/1985
Status: Expired due to Fees

First Claim

Patent Images

1. A support of the formula ##STR48## wherein ○

P is a material selected from the group consisting of functionalized glass micropellets, silica functionalized by aminoalkyl trialkoxysilane capable of producing for ##STR49## Kieselguhr, polytetrafluoroethylene, cellulose and metallic oxides, m is an integer from 1 to 20, A is selected from the group consisting of alkyl of 1 to 20 carbon atoms, saturated cycloalkyl of 3 to 12 carbon atoms, phenyl and 5 to 6 member heterocycles, x and y are an integer from 0 to 20, x₁ is an integer from 1 to 20 and y₁ is an integer from 0 to 10.

View all claims

1 Assignment

Timeline View

Assignment View

0 Petitions

Accused Products

Abstract

Novel supports useful in solid phase synthesis of oligonucleotides of the formula ##STR1## wherein ○P is a material selected from the group consisting of functionalized glass micropellets, silica functionalized by aminoalkyl trialkoxysilane capable of to obtain for ##STR2## Kieselguhr, polytetrafluoroethylene, cellulose and metallic oxides, m is an integer from 1 to 20, A is selected from the group consisting of alkyl of 1 to 20 carbon atoms, saturated cycloalkyl of 3 to 12 carbon atoms, phenyl and 5 to 6 member heterocycles, x and y are an integer from 0 to 20, x₁ is an integer from 1 to 20 and y₁ is an integer from 0 to 10, a process for the preparation of said supports, the use of said supports and intermediates.

Citations

11 Claims

1. A support of the formula ##STR48## wherein ○
- P is a material selected from the group consisting of functionalized glass micropellets, silica functionalized by aminoalkyl trialkoxysilane capable of producing for ##STR49## Kieselguhr, polytetrafluoroethylene, cellulose and metallic oxides, m is an integer from 1 to 20, A is selected from the group consisting of alkyl of 1 to 20 carbon atoms, saturated cycloalkyl of 3 to 12 carbon atoms, phenyl and 5 to 6 member heterocycles, x and y are an integer from 0 to 20, x₁ is an integer from 1 to 20 and y₁ is an integer from 0 to 10.
- View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11)
- - 2. A support of claim 1 selected from the group consisting of ##STR50## wherein m, x.sub., x, y₁, y and A are defined as in claim 1.
  - 3. A support of claim 1 wherein ○
    - P is a support having a homogeneous particle size.
  - 4. A support of claim 1 wherein m is a whole number from 1 to 10.
  - 5. A support of claim 1 wherein x₁ is a whole number from 1 to 10 and x is a whole number from 0 to 10.
  - 6. A support of claim 1 wherein A is --CH₂ -- or phenyl.
  - 7. A support of claim 1 wherein y₁ is a whole number from 0 to 5 and y is a whole number from 0 to 10.
  - 8. A support of claim 1 wherein ○
    - P is ##STR51## and m is 3.
  - 9. A support of claim 1 selected from the group consisting of ##STR52## Si being VYDAC A silica and a support of the formula ##STR53##
  - 10. A process for the preparation of a support of claim 1 comprising reacting a compound of the formula
    
    space="preserve" listing-type="equation">RN--(A).sub.y.sbsb.1 --SO.sub.2 Cl II
    wherein R is a monovalent or divalent protective group of the amine function, A and y₁ having the above definition in the presence of a tertiary amino base with either a support of the formula
    
    space="preserve" listing-type="equation"> ○
    
    P --(CH.sub.2).sub.m --NH.sub.2 IIIwherein ○
    
    P and m have the above definition to obtain an intermediate support of the formula
    
    space="preserve" listing-type="equation"> ○
    
    P --(CH.sub.2).sub.m --NH--SO.sub.2 --(A).sub.y.sbsb.1 --NRof which the end --NH₂ group is liberated to obtain thus a support of formula I in which ○
    
    P , m, A, y₁ have the previous significances, and in which x=0 and y=0, which support, if necessary, is reacted again with a product of formula II under the same conditions as before to obtain an intermediate support of the formula
    
    space="preserve" listing-type="equation"> ○
    
    P --(CH.sub.2).sub.m --NH--SO.sub.2 --(A).sub.y.sbsb.1 --NH--SO.sub.2 --(A).sub.y.sbsb.1 --NRwhich the end group --NH₂ is liberated again to obtain a support of formula I in which x=0 and y=1, which process, if necessary, is continued successively, passing through the intermediate supports with the formula
    
    space="preserve" listing-type="equation"> ○
    
    P --(CH.sub.2).sub.m --NH--[SO.sub.2 --(A).sub.y.sbsb.1 ].sub.y --SO.sub.2 (A).sub.y.sbsb.1 --NRin which R, ○
    
    P , m, A, y₁ have the above significances, and in which y is a whole number from 2 to 20, until the support of formula I in which x=0 and y=20, is obtained, if desired, or with a support of the formula
    
    space="preserve" listing-type="equation"> ○
    
    P --(CH.sub.2).sub.m --[NH--CO--(CH.sub.2).sub.x.sbsb.1 ].sub.x --NH.sub.2 IVwherein p, m, and x₁ have the above definitions and x is a whole number from 1 to 20 to obtain an intermediate support of the formula ##STR54## of which the end group --NH₂ is liberated to obtain a support of formula I in which ○
    
    P , m, x₁, a and y₁ have the above definitions and x is a whole number from 1 to 20 and y=0, which support is treated again, if necessary, with a product of formula I under the same conditions as previously to obtain an intermediate support of the formula ##STR55## of which the end group NH₂ is liberated to obtain a support of formula I in which x is a whole number from 1 to 20 and y is 1, and which process, if necessary, is continued passing through the intermediate supports of the formula ##STR56## in which R, ○
    
    P , m, x₁, A and y₁ have the above definitions and in which x is a whole number from 1 to 20 and y is a whole number from 2 to 20, until a support of formula I in which y=20 is obtained, if desired.
- 11. An intermediate support of the formula ##STR57## wherein ○
  - P , m, x₁, x, y₁ y, A and R are defined as in claim 1.

Specification

Resources

Litigation Campaign Assessment

Current Assignee
Roussel Uclaf
Original Assignee
Roussel Uclaf
Inventors
Buendia, Jean, Nierat, Jeanine
Primary Examiner(s)
Foelak, Morton
Assistant Examiner(s)
Nutter, Nathan M.

Application Number

US06/878,611
Time in Patent Office

992 Days
Field of Search

525/54.11, 525/54.2, 525/326.6, 525/327.7, 525/327.2, 525/327.5, 530/333, 530/334, 536/22, 536/23, 536/24, 536/25, 536/26, 536/27, 536/28, 536/29, 536/18.5, 536/121, 514/7, 514/76, 252/62.51, 252/62.54, 252/62.56, 556/419, 556/420, 556/421, 556/422, 564/79, 564/80, 564/82, 564/89, 564/98, 564/99
US Class Current

525/54.11
CPC Class Codes

C07H 21/00 Compounds containing two or...

Supports and their use

First Claim

1 Assignment

0 Petitions

Accused Products

Abstract

Citations

11 Claims

Specification

Solutions

Use Cases

Quick Links

Supports and their use

First Claim

1 Assignment

Subscription Required

Subscription Required

0 Petitions

Subscription Required

Accused Products

Subscription Required

Abstract

Citations

11 Claims

Specification

Subscription Required

Solutions

Use Cases

Quick Links