N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam

Base Information

• Chemical Name: N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam
• CAS No.: 214466-02-1
• Molecular Formula: C₂₂H₂₉NO₅S
• Molecular Weight: 419.542
• Mol file: 214466-02-1.mol

Synonyms:N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam

Chemical Property of N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam

There total 1 articles about N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam 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: 90.0%

(2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) + (E)-3-(3,5-Dimethoxy-phenyl)-2-methyl-acryloyl chloride → N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam (214466-02-1)

Guidance literature:

(2R)-bornane-10,2-sultam; With sodium hydride; In toluene; at 0 - 20 ℃; for 1h;

(E)-3-(3,5-Dimethoxy-phenyl)-2-methyl-acryloyl chloride; In toluene; at 0 - 20 ℃; for 3h;

DOI:10.1016/S0040-4020(01)00729-3

Reference yield: 85.0%

N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam (214466-02-1) → (2S,3S)-3-(3,5-Dimethoxy-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-methyl-butan-1-one (214466-03-2)

Guidance literature:

In toluene; at -40 ℃;

DOI:10.1016/S0960-894X(98)00385-0

Reference yield:

N-[(E)-2-methyl-3-{3,5-dimethoxyphenyl}-2-propenoyl]-bornane-10,2-sultam (214466-02-1) → 3'S-(3,5-dimethoxyphenyl)-2'S-methyl-1-butanol (199388-20-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: CuI / toluene; diethyl ether / 1 h / -40 °C

1.2: 85 percent / toluene / -78 - -40 °C

2.1: 100 percent / aq. LiOH / tetrahydrofuran / 96 h / 60 °C

3.1: 90 percent / LiAlH₄ / tetrahydrofuran / 16 h / 0 - 20 °C

With lithium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; toluene;

DOI:10.1016/S0040-4020(01)00729-3

upstream raw materials:

(2R)-bornane-10,2-sultam

Downstream raw materials:

(2S,3S)-3-(3,5-Dimethoxy-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-methyl-butan-1-one

3'S-(3,5-dimethoxyphenyl)-2'S-methyl-1-butanol

2'S-(3,5-dimethoxyphenyl)-3'R-methyloctane

5-((1S,2R)-1,2-Dimethyl-heptyl)-benzene-1,3-diol