hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester

Base Information

• Chemical Name: hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester
• CAS No.: 247186-17-0
• Molecular Formula: C₂₇H₄₀N₄O₅
• Molecular Weight: 500.638
• Mol file: 247186-17-0.mol

Synonyms:hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester

Chemical Property of hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester

There total 12 articles about hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester 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: 95.0%

hept-6-enoic acid (1119-60-4) + (S)-1-[(S)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-phenyl-propionyl]-hexahydro-pyridazine-3-carboxylic acid methyl ester → hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester (247186-17-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1002/(SICI)1521-3773(19990816)38:16<2443::AID-ANIE2443>3.0.CO;2-B

Reference yield:

(tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester (247186-16-9) → hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester (247186-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 2 h / 0 °C

2: tetrahydrofuran

With trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja021327y

Reference yield:

methyl (S)-hexahydropyridazine-3-carboxylate (138323-07-6,503177-84-2) → hept-6-en-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester (247186-17-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 36.0 g / N-methylmorpholine; EDC; HOBT / CH₂Cl₂

2: TFA / CH₂Cl₂ / 20 °C

3: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

4: TFA / CH₂Cl₂ / 20 °C

5: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jo001296u

upstream raw materials:

hept-6-enoic acid

(tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester

t-Boc-L-valine

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

hept-6-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hexa-3,5-dienyl ester

(E)-(3S,6S,21S)-3-benzyl-6-isopropyl-19-oxa-1,4,7,25-tetraaza-bicyclo[19.3.1]-pentacos-13-ene-2,5,8,20-tetraone

hept-6-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hex-5-enyl ester