(5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester

Base Information

• Chemical Name: (5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester
• CAS No.: 529474-58-6
• Molecular Formula: C₃₀H₃₅N₃O₁₆S
• Molecular Weight: 725.684
• Mol file: 529474-58-6.mol

Synonyms:

Chemical Property of (5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester

There total 1 articles about (5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-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:

(2Z,4E)-5-((2R,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-penta-2,4-dienoic acid methyl ester (152094-17-2) + 4-[2-(phenylsulfonyl)ethyl]-1,2,4-triazolidine-3,5-dione (474453-50-4) → (5S,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester + (5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester (529474-58-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In dichloromethane; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(02)02534-0

Reference yield:

(5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester (529474-58-6) → 2-(2-benzenesulfonyl-ethyl)-1,3-dioxo-hexahydro-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: triethyl silane; TFA / CH₂Cl₂

2: H₂ / Pd/C

With triethylsilane; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;

DOI:10.1016/S0040-4039(02)02534-0

Reference yield:

(5R,8S)-2-(2-Benzenesulfonyl-ethyl)-1,3-dioxo-8-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,3,5,8-tetrahydro-1H-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid methyl ester (529474-58-6) → 2-(2-benzenesulfonyl-ethyl)-1,3-dioxo-hexahydro-[1,2,4]triazolo[1,2-a]pyridazine-5-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1: triethyl silane; TFA / CH₂Cl₂

2: H₂ / Pd/C

3: LiOH / tetrahydrofuran

With triethylsilane; lithium hydroxide; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4039(02)02534-0

upstream raw materials:

(2Z,4E)-5-((2R,3R,4S,5R,6R)-3,4,5-Triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-penta-2,4-dienoic acid methyl ester

4-[2-(phenylsulfonyl)ethyl]-1,2,4-triazolidine-3,5-dione