Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI)

Base Information

• Chemical Name: Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI)
• CAS No.: 809237-28-3
• Molecular Formula: C₁₃H₂₃NO₂
• Molecular Weight: 225.331
• Mol file: 809237-28-3.mol

Synonyms:Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI)

Chemical Property of Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI)

Chemical Property:

• PSA: 40.54000
• LogP: 1.65350

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI)

There total 6 articles about Bicyclo[4.1.0]heptane-7-acetamide, 1-(hydroxymethyl)-N,N,6-trimethyl-, (1R,6R,7S)-rel- (9CI) 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:

N,N-dimethyl-3-(4-methyl-1-oxa-spiro[2.5]oct-4-yl)-acrylamide → 2-(1-hydroxymethyl-6-methyl-bicyclo[4.1.0]hept-7-yl)-N,N-dimethylacetamide (809237-28-3) + 2-(1-hydroxymethyl-6-methyl-bicyclo[4.1.0]hept-7-yl)-N,N-dimethylacetamide (809237-28-3)

Guidance literature:

With collidine hydrochloride; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/chem.200400685

Reference yield:

N,N-dimethyl-3-(4-methyl-1-oxa-spiro[2.5]oct-4-yl)-acrylamide → 2-(1-hydroxymethyl-6-methyl-bicyclo[4.1.0]hept-7-yl)-N,N-dimethylacetamide (809237-28-3) + 2-(1-hydroxymethyl-6-methyl-bicyclo[4.1.0]hept-7-yl)-N,N-dimethylacetamide (809237-28-3)

Guidance literature:

With collidine hydrochloride; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; at 20 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1002/chem.200400685

Reference yield:

4-methyl-1-oxa-spiro[2.5]octane-4-carbaldehyde → 2-(1-hydroxymethyl-6-methyl-bicyclo[4.1.0]hept-7-yl)-N,N-dimethylacetamide (809237-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / diethyl ether / 0.08 h

1.2: 74 percent / diethyl ether / 16 h / 20 °C

2.1: collidine hydrochloride; Zn / [Cp₂TiCl₂] / tetrahydrofuran / 16 h / 20 °C

With collidine hydrochloride; sodium hydride; zinc; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; diethyl ether; 1.2: Horner-Wadsworth-Emmons olefination;

DOI:10.1002/chem.200400685

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