3-[3,3-bis(pyridazin-3-ylcarbonyl)cyclohexyl]-N-methyl-D-alanyl-N-[(2S,3R)-2-amino-3-methylpentanoyl]-N-[(2R)-1-oxo-3-phenylpropan-2-yl]-L-prolinamide

Base Information

• Chemical Name: 3-[3,3-bis(pyridazin-3-ylcarbonyl)cyclohexyl]-N-methyl-D-alanyl-N-[(2S,3R)-2-amino-3-methylpentanoyl]-N-[(2R)-1-oxo-3-phenylpropan-2-yl]-L-prolinamide
• CAS No.: 122211-30-7
• Molecular Formula: C₄₀H₅₀N₈O₆
• Molecular Weight: 738.887
• Mol file: 122211-30-7.mol

Synonyms:Cyclo(L-isoleucyl-D-2,3,4,5-tetrahydro-3-pyridazinecarbonyl-L-2,3,4,5-tetrahydro-3-pyridazinecarbonyl-N-methyl-D-phenylalanyl-L-prolyl-D-phenylalanyl);2H,12H-Dipyridazino[1,6-a:1',6'-d]pyrrolo[1,2-j][1,4,7,10,13,16]hexaazacyclooctadecine,cyclic peptide deriv.; L 365209

Chemical Property of 3-[3,3-bis(pyridazin-3-ylcarbonyl)cyclohexyl]-N-methyl-D-alanyl-N-[(2S,3R)-2-amino-3-methylpentanoyl]-N-[(2R)-1-oxo-3-phenylpropan-2-yl]-L-prolinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 940.9°Cat760mmHg
• Flash Point: 522.9°C
• Density: 1.249g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-[3,3-bis(pyridazin-3-ylcarbonyl)cyclohexyl]-N-methyl-D-alanyl-N-[(2S,3R)-2-amino-3-methylpentanoyl]-N-[(2R)-1-oxo-3-phenylpropan-2-yl]-L-prolinamide

There total 13 articles about 3-[3,3-bis(pyridazin-3-ylcarbonyl)cyclohexyl]-N-methyl-D-alanyl-N-[(2S,3R)-2-amino-3-methylpentanoyl]-N-[(2R)-1-oxo-3-phenylpropan-2-yl]-L-prolinamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

D-Phe-Ile-D-Δ-Piz-L-Δ-Piz-N-Me-D-Phe-Pro-NH-NH2 → L-365,209 (114669-39-5,122211-30-7)

Guidance literature:

With isopentyl nitrite;

DOI:10.1021/jm00169a001

Reference yield:

Boc-L-proline benzyl ester (37787-77-2) → L-365,209 (114669-39-5,122211-30-7)

Guidance literature:

Multi-step reaction with 13 steps

1: TFA

2: <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP)

3: HCl

4: <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP)

5: piperidine

7: piperidine

9: piperidine

10: <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP)

11: piperidine

12: NH₂NH₂

13: i-C₅H₁₁ONO

With piperidine; hydrogenchloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; hydrazine; isopentyl nitrite;

DOI:10.1021/jm00169a001

Reference yield:

N-Me-D-Phe-Pro-OCH2Ph (757912-61-1) → L-365,209 (114669-39-5,122211-30-7)

Guidance literature:

Multi-step reaction with 10 steps

1: <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP)

2: piperidine

4: piperidine

6: piperidine

7: <(benzotriazol-1-yl)oxy>tris(dimethylamino)phosphonium hexafluorophosphate (BOP)

8: piperidine

9: NH₂NH₂

10: i-C₅H₁₁ONO

With piperidine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; hydrazine; isopentyl nitrite;

DOI:10.1021/jm00169a001

upstream raw materials:

Boc-L-proline benzyl ester

N-Me-D-Phe-Pro-OCH₂Ph

Boc-N-Me-D-Phe-Pro-OCH₂Ph

H-Pro-OBzl

Downstream raw materials:

C₄₀H₅₀N₈O₇

C₄₀H₅₀N₈O₅S

C₄₀H₄₆N₈O₆