2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester

Base Information

• Chemical Name: 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester
• CAS No.: 577793-31-8
• Molecular Formula: C₂₈H₃₆N₆O₇
• Molecular Weight: 568.63
• Mol file: 577793-31-8.mol

Synonyms:

Chemical Property of 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester

There total 3 articles about 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl 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:

(E)-2,4-pentadienoic acid (21651-12-7) → 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester (577793-31-8)

Guidance literature:

Multi-step reaction with 3 steps

1: PhI(O₂CCF₃)2 / dimethylformamide / 20 °C

2: PyBOP; HOBt; i-Pr₂NEt / dimethylformamide

3: TPP; Pyr; AcOH / CH₂Cl₂

With pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; thiamine diphosphate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; bis-[(trifluoroacetoxy)iodo]benzene; In dichloromethane; N,N-dimethyl-formamide; 1: Diels-Alder cycloaddition;

DOI:10.1016/S0960-894X(03)00155-0

Reference yield:

2,3,5,8-tetrahydro-1,3-dioxo-1H-<1,2,4>triazoalo<1,2-a>pyridazine-5-carboxylic acid (62222-01-9) → 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester (577793-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: PyBOP; HOBt; i-Pr₂NEt / dimethylformamide

2: TPP; Pyr; AcOH / CH₂Cl₂

With pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; thiamine diphosphate; benzotriazol-1-ol; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(03)00155-0

Reference yield:

cyclohexyl propiolate + (5-{[(1,3-dioxo-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carbonyl)-amino]-methyl}-6-methyl-pyridin-2-yl)-carbamic acid tert-butyl ester → 2-{5-[(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-ylmethyl)-carbamoyl]-1,3-dioxo-5,8-dihydro-[1,2,4]triazolo[1,2-a]pyridazin-2-yl}-acrylic acid cyclohexyl ester (577793-31-8)

Guidance literature:

With pyridine; thiamine diphosphate; acetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(03)00155-0

upstream raw materials:

(E)-2,4-pentadienoic acid

2,3,5,8-tetrahydro-1,3-dioxo-1H-<1,2,4>triazoalo<1,2-a>pyridazine-5-carboxylic acid