PT85581A - Process for the preparation of n-(s-3-alkylheptanoyl)-d-gamma-glutamyl-glycyl-d-alanine - Google Patents
Process for the preparation of n-(s-3-alkylheptanoyl)-d-gamma-glutamyl-glycyl-d-alanineInfo
- Publication number
- PT85581A PT85581A PT85581A PT8558187A PT85581A PT 85581 A PT85581 A PT 85581A PT 85581 A PT85581 A PT 85581A PT 8558187 A PT8558187 A PT 8558187A PT 85581 A PT85581 A PT 85581A
- Authority
- PT
- Portugal
- Prior art keywords
- formula
- alanine
- cycloalkylmethyl
- alkyl
- acid
- Prior art date
Links
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000004981 cycloalkylmethyl group Chemical group 0.000 abstract 3
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- -1 silyl hydroxy Chemical group 0.000 abstract 2
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 abstract 1
- 235000004279 alanine Nutrition 0.000 abstract 1
- 235000001014 amino acid Nutrition 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/02—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Peptides Or Proteins (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
acid and analogues of formula (I) are new. R is CH2OR1, CH2OH, CHO, COOH or COCl or another activated form of the acid COOH; R1 is H or silyl hydroxy protecting gp. Alanine derivs. of formula (II) and their cationic salts when R2 and R3 are H are new. R2=R3=H; pr R2,R3=1-6C alkyl, 6-8C cycloalkylmethyl or benzyl. Prepn. of an acid or ester of formula (III) comprises coupling an activated form of (I) with an amino acid ester of formula (IV) to form a cpd. (II), followed by hydrogenation to reduce the double bond and remove the benzyl gp.(s). R4=R5=H; or and the other=1-6C alkyl or 6-8C cycloalkylmethyl; R6=R7=PhCH2; or one of R6 and R7=PhCH2 and the other=1-6C alkyl or 6-8C cycloalkylmethyl.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/US1986/001775 WO1988001613A1 (en) | 1986-08-27 | 1986-08-27 | Crystalline n-(s-3-methylheptanoyl)-d-gamma-glutamyl-glycyl-d-alanine, and processes and intermediates therefor |
| PCT/US1986/001772 WO1988001612A1 (en) | 1986-08-27 | 1986-08-27 | Processes and intermediates for n-(s-3-alkyl-heptanoyl)-d-gamma-glutamyl-glycyl-d-alanine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PT85581A true PT85581A (en) | 1987-09-01 |
| PT85581B PT85581B (en) | 1990-05-31 |
Family
ID=26773904
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PT85581A PT85581B (en) | 1986-08-27 | 1987-08-25 | A process for the preparation of N- (S-3-ALHYLPEPTANOYL) -D-GAMA-GLUTAMYL-GLYCYL-D-ALANINE |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPH0637517B2 (en) |
| KR (1) | KR900004106B1 (en) |
| CN (1) | CN1021436C (en) |
| DK (1) | DK444887A (en) |
| EG (1) | EG18303A (en) |
| IL (1) | IL83657A (en) |
| MY (1) | MY101823A (en) |
| NZ (1) | NZ221570A (en) |
| PH (1) | PH27397A (en) |
| PL (1) | PL156175B1 (en) |
| PT (1) | PT85581B (en) |
| YU (1) | YU46663B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113548977A (en) * | 2021-07-12 | 2021-10-26 | 广州乐信生物科技有限公司 | Process for producing N-methyl-beta-alanine derivative |
-
1987
- 1987-08-13 EG EG467/87A patent/EG18303A/en active
- 1987-08-24 YU YU155987A patent/YU46663B/en unknown
- 1987-08-25 PL PL1987267444A patent/PL156175B1/en unknown
- 1987-08-25 MY MYPI87001442A patent/MY101823A/en unknown
- 1987-08-25 PT PT85581A patent/PT85581B/en not_active IP Right Cessation
- 1987-08-26 NZ NZ221570A patent/NZ221570A/en unknown
- 1987-08-26 KR KR1019870009313A patent/KR900004106B1/en not_active Expired
- 1987-08-26 CN CN87105898A patent/CN1021436C/en not_active Expired - Fee Related
- 1987-08-26 DK DK444887A patent/DK444887A/en not_active Application Discontinuation
- 1987-08-26 IL IL83657A patent/IL83657A/en not_active IP Right Cessation
- 1987-08-27 JP JP62214128A patent/JPH0637517B2/en not_active Expired - Lifetime
-
1989
- 1989-08-01 PH PH39031A patent/PH27397A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| PL156175B1 (en) | 1992-02-28 |
| CN87105898A (en) | 1988-03-09 |
| EG18303A (en) | 1992-12-30 |
| CN1021436C (en) | 1993-06-30 |
| YU46663B (en) | 1994-01-20 |
| JPS6368598A (en) | 1988-03-28 |
| IL83657A (en) | 1992-03-29 |
| PH27397A (en) | 1993-06-21 |
| KR880002896A (en) | 1988-05-12 |
| IL83657A0 (en) | 1988-01-31 |
| YU155987A (en) | 1989-02-28 |
| PL267444A1 (en) | 1988-07-21 |
| KR900004106B1 (en) | 1990-06-15 |
| NZ221570A (en) | 1989-09-27 |
| DK444887D0 (en) | 1987-08-26 |
| MY101823A (en) | 1992-01-31 |
| PT85581B (en) | 1990-05-31 |
| JPH0637517B2 (en) | 1994-05-18 |
| DK444887A (en) | 1988-02-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM3A | Annulment or lapse |
Free format text: LAPSE DUE TO NON-PAYMENT OF FEES Effective date: 19950531 |