ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Base Information

Chemical Name:ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate
CAS No.:1196491-58-3
Molecular Formula:C₁₆H₂₆N₄O₅
Molecular Weight:354.406
Hs Code.:

Synonyms:ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Suppliers and Price of ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

There total 9 articles about ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate 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: 69.0%

: 1196490-09-1
ehyl (3R,4S,5S,6R)-4-acetamido-6-hydroxy-3-(pent-3-yloxy)-5-(tosyloxy)cyclohex-1-enecarboxylate

: 1196491-58-3
ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: With tetrabutylammoniun azide; In N,N-dimethyl-formamide; for 16h; Reflux;

Reference yield:

: 1106677-14-8
N-[(3aR,4R,5S,7aS)-4,7-dibromo-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxol-5-yl]acetamide

: 1196491-58-3
ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrabutylammomium bromide; potassium hexamethylsilazane / 1,2-dimethoxyethane / 3 h / 0 °C / Inert atmosphere

2.1: copper(II) bis(trifluoromethanesulfonate) / 16 h / 0 °C / Inert atmosphere; Neat (no solvent)

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / ethanol; toluene / 2 h / 60 °C / 760.05 Torr / Inert atmosphere

3.2: 4 h / Reflux; Inert atmosphere

4.1: hydrogenchloride / ethanol; water / 5 h / 60 °C

4.2: 1 h / 60 °C

5.1: pyridine / 48 h / 20 °C / Inert atmosphere

6.1: tetrabutylammoniun azide / 1,2-dimethoxyethane / 16 h / Reflux; Inert atmosphere

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; tetrabutylammoniun azide; potassium hexamethylsilazane; copper(II) bis(trifluoromethanesulfonate); triethylamine; In 1,2-dimethoxyethane; ethanol; water; toluene;
DOI:10.1021/jo2018872

Reference yield:

: 1062100-75-7
N-((3aS,4S,5R,7aS)-7-bromo-2,2-dimethyl-5-(pentan-3-yloxy)-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)acetamide

: 1196491-58-3
ethyl (3R,4R,5R,6R)-4-acetamido-5-azido-6-hydroxy-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / ethanol; toluene / 2 h / 60 °C / 760.05 Torr / Inert atmosphere

1.2: 4 h / Reflux; Inert atmosphere

2.1: hydrogenchloride / ethanol; water / 5 h / 60 °C

2.2: 1 h / 60 °C

3.1: pyridine / 48 h / 20 °C / Inert atmosphere

4.1: tetrabutylammoniun azide / 1,2-dimethoxyethane / 16 h / Reflux; Inert atmosphere

With pyridine; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammoniun azide; triethylamine; In 1,2-dimethoxyethane; ethanol; water; toluene;
DOI:10.1021/jo2018872