(6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester
• CAS No.: 930275-47-1
• Molecular Formula: C₁₄H₁₉N₃O₄
• Molecular Weight: 293.323
• Mol file: 930275-47-1.mol

Synonyms:(6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester

Chemical Property of (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester

There total 2 articles about (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl 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:

(2-oxo-2,3,3aβ,4α,5,7aβ-hexahydro-benzoxazol-4-yl)-carbamic acid tert-butyl ester → (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester (930275-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LiOH

1.2: NEt₃

2.1: isobutyric anhydride; DMSO

3.1: Ni(cod)2; 1,5-cyclooctadiene

3.2: NBS; NEt₃

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; lithium hydroxide; 1,5-cis,cis-cyclooctadiene; 2-Methylpropionic anhydride; dimethyl sulfoxide;

DOI:10.1016/j.tetlet.2006.12.093

Reference yield:

(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one (930275-48-2) + trimethylsilyl cyanide (7677-24-9) → (6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester (930275-47-1)

Guidance literature:

(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one; trimethylsilyl cyanide; With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,5-cis,cis-cyclooctadiene;

With N-Bromosuccinimide; triethylamine;

DOI:10.1016/j.tetlet.2006.12.093

Reference yield:

(6-acetylamino-3-cyano-5-oxo-cyclohex-3-enyl)-carbamic acid tert-butyl ester (930275-47-1) → oseltamivir phosphate (204255-11-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: LiAl(Ot-Bu)3H

2.1: DEAD; PPh₃

2.2: 56 percent / BF₃*OEt₂

3.1: HCl

3.2: aq. NaOH

3.3: H₃PO₄

With hydrogenchloride; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; diethylazodicarboxylate;

DOI:10.1016/j.tetlet.2006.12.093

upstream raw materials:

(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

trimethylsilyl cyanide

Downstream raw materials:

tert-butyl [(1S,5R,6R)-6-acetylamino-3-cyano-5-hydroxycyclohex-3-en-1-yl]carbamate

tert-butyl [(1S,5R,6R)-6-acetylamino-3-cyano-5-(1-ethylpropoxy)cyclohex-3-en-1-yl]carbamate

oseltamivir phosphate