(3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid

Base Information

• Chemical Name: (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid
• CAS No.: 764639-63-6
• Molecular Formula: C₁₉H₃₂N₂O₆
• Molecular Weight: 384.473
• Mol file: 764639-63-6.mol

Synonyms:(3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid

Chemical Property of (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid

There total 7 articles about (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid 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%

(3R,4R,5S)-ethyl 4-acetamido-5-((tert-butoxycarbonyl)amino)-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate (367252-68-4) → (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid (764639-63-6)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 90.0%

2,2-dimethylpropanoic anhydride (1538-75-6) + oseltamivir acid (187227-45-8) → (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid (764639-63-6)

Guidance literature:

With triethylamine; In ethyl acetate; at 20 ℃; for 6h;

DOI:10.1016/j.ejmech.2017.01.039

Reference yield: 72.9%

di-tert-butyl dicarbonate (24424-99-5) + oseltamivir phosphate (204255-11-8) → (3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic acid (764639-63-6)

Guidance literature:

di-tert-butyl dicarbonate; oseltamivir phosphate; With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 6h;

With sodium hydroxide; In methanol; water; at 20 ℃; for 1h;

DOI:10.1007/s00044-012-0341-2

upstream raw materials:

di-tert-butyl dicarbonate

oseltamivir acid

oseltamivir phosphate

oseltamivir

Downstream raw materials:

C₂₃H₃₅N₃O₆S₂

(3R,4R,5S)-4-acetamido-5-[(tert-butoxycarbonyl)-amino]-3-(1-ethylpropoxy)-1-bromocyclohexene

(3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylic acid hydrochloride

C₂₆H₃₇N₅O₆