US3862113A
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US
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Process for the selective elimination of aralkyloxycarbonyl and trityl n-protecting groups with 2,2,2-trifluoroethanol
Assignee: Novartis Corp
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Filing: 1973-09-18
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Granted: 1975-01-21
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Expires: 1993-09-18
Abstract
Abstract A process for the selective elimination of amino protective groups in peptide synthesis, wherein the trityl group and/or an aralkyloxycarbonyl group such as the 2-(p-bi-phenylyl)-2propyloxycarbonyl group is (are) split off in trifluorethanol at a pH of about 4 or 1, respectively.
Inventors
- 👤 Bernhard Riniker
- 👤 Bruno Kamber
- 👤 Peter Sieber
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 23:48
CPC Classifications
C; C07; C07K; C07K1/00; C07K1/06; C07K1/061; C07K1/063; C07K1/12; C07K1/122; C07K5/00; C07K5/04; C07K5/06; C07K5/06086; A; A61; A61K; A61K38/00; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/55; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/26
Claims Analysis
Total Claims: 9
Claim 1
Independent Claim
40 words
A process for the selective elimination of amino protective groups in peptide synthesis, wherein as amino protective group there is used the trityl group and wherein this group is split off in 2,2,2-trifluoroethanol at a pH of 3 to 5.
Claim 2
Dependent Claim
28 words
A process for the selective elimination of amino protective groups in peptide synthesis, wherein as amino protective group there is used an aralkyloxycarbonyl group of the formula I
Claim 3
Dependent Claim
12 words
A process as claimed in claim 1, wherein 70-100% trifluoroethanol is used.
Claim 4
Dependent Claim
34 words
A process as claimed in claim 1, wherein as aralkyloxycarbonyl group there is used a group of the formula I, in which R1 and R2 represent methyl, and R3 represents phenyl, tolyl, or p-biphenylyl.
Claim 5
Dependent Claim
16 words
A process as claimed in claim 1, wherein the 2-phenylisopropyloxycarbonyl group is used as aralkyloxycarbonyl group.
Claim 6
Dependent Claim
16 words
A process as claimed in claim 1, wherein the 2-(p-biphenylyl)-2-isopropyloxycarbonyl group is used as aralkyloxycarbonyl group.
Claim 7
Dependent Claim
101 words
A process as claimed in claim 1 for the synthesis of two-chain peptides, wherein partial sequences of each chain are linked together, the Alpha -amino group of the one chain is protected by the trityl group and the Alpha -amino group of the other chain is protected by an aralkyloxycarbonyl group of the formula I, in which R1, R2, and R3 have the indicated meanings, and wherein the trityl group is split off in trifluoroethanol and the chain in question is completed by fusing on trityl protected aminoacids or peptide fragments and splitting off the trityl group each time in trifluoroethanol.
Claim 8
Dependent Claim
16 words
A process as claimed in claim 8, wherein the 2-(p-biphenylyl)-2-isopropyloxycarbonyl group is used as aralkyloxycarbonyl group.
Claim 9
Dependent Claim
14 words
A process as claimed in claim 8, wherein partial sequences of insulin are synthesised.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-01-20 | 1978-07-22 | 1979-01-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-01-20 | 1982-07-22 | 1983-01-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-01-20 | 1986-07-22 | 1987-01-21 | $7700.00 | Window Closed / Lapsed |