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

Base Information

• Chemical Name: (tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester
• CAS No.: 247186-16-9
• Molecular Formula: C₂₅H₃₈N₄O₆
• Molecular Weight: 490.6
• Mol file: 247186-16-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid 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: 71.0%

t-Boc-L-valine (13734-41-3) + (S)-1-((S)-2-Amino-3-phenyl-propionyl)-hexahydro-pyridazine-3-carboxylic acid methyl ester → (tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester (247186-16-9)

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:

methyl (S)-hexahydropyridazine-3-carboxylate (138323-07-6,503177-84-2) → (tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester (247186-16-9)

Guidance literature:

Multi-step reaction with 3 steps

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

2: TFA / CH₂Cl₂ / 20 °C

3: 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

Reference yield:

(tert-butoxycarbonyl)-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid methyl ester (247186-15-8) → (tert-butoxycarbonyl)-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic asid methyl ester (247186-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂ / 20 °C

2: 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:

t-Boc-L-valine

N-tert-butoxycarbonyl-L-phenylalanine

methyl (S)-hexahydropyridazine-3-carboxylate

(S)-tetrahydro-pyridazine-1,2,3-tricarboxylic acid 1,2-di-tert-butyl ester 3-methyl ester

Downstream raw materials:

(E)-(2R,3S,4S)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-oct-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hex-5-enyl ester

(E)-(2R,3R,4S)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-oct-6-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hex-5-enyl ester

(E)-(2R,3R,4S)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-oct-6-en-1-oyl-L-valine-L-phenylalanine-hexahydropyridazine-3S-carboxylic acid hexa-3,5-dienyl ester